Alkene-containing amide compound and application thereof

ABSTRACT

An alkene-containing amide compound of formula (I) and agriculturally acceptable salts thereof can be used as herbicides.

TECHNICAL FIELD

The present invention belongs to the field of herbicides, andparticularly relates to an alkene-containing amide compound and anapplication thereof as a herbicide.

BACKGROUND

Due to the succession and change of weed populations and the emergenceand rapid development of resistance to chemical pesticides, people havecontinuously strengthened awareness on ecological environmentalprotection, and have paid more attention to the knowledge of chemicalpesticide pollution and the influence of pesticides on non-targetorganisms and the end-result problem in the pesticide ecologicalenvironment. With the gradual decrease of the arable land area in theworld, the continuous increase of the population and the increase of thedemands for food, people are forced to rapidly develop agriculturalproduction technologies, enhance and improve the farming system, andcontinuously invent novel and improved herbicidal compounds andcompositions.

CN108290846A has reported that some benzamide compounds have herbicidalactivity, such as compounds 13-30 (KC):

The alkene-containing amide compound shown in the present invention isnot disclosed.

SUMMARY

The purpose of the present invention is to provide an alkene-containingamide compound with novel structure and safety for crops and anapplication thereof as a herbicide.

To achieve the above purpose, the present invention adopts the followingtechnical solution:

An alkene-containing amide compound is shown in formula I:

In the formula:

X₁ and X₃ are independently selected from hydrogen, cyano, nitro,halogen, C₁-C₆ alkylsulfonyl, C₁-C₆ haloalkylsulfonyl, C₁-C₆alkylsulfinyl, C₁-C₆ haloalkylsulfinyl, C₁-C₆ alkylthio, C₁-C₆haloalkylthio, C₁-C₆ alkyl, C₁-C₆ haloalkyl, C₁-C₆ alkoxy, C₁-C₆haloalkoxy, C₁-C₃ alkyl, C₁-C₆ alkoxy C₁-C₃ alkoxy, C₁-C₆ alkoxy C₁-C₃alkoxy C₁-C₃ alkyl, C₃-C₆ cycloalkyl, C₃-C₆ cycloalkyl C₁-C₃ alkyl,C₃-C₆ cycloalkyl C₁-C₃ alkoxy, C₃-C₆ cycloalkyloxy, C₂-C₆ alkenyl, C₂-C₆alkynyl, phenyl, C₂-C₆ alkenylsulfonyl, C₂-C₆ alkynylsulfonyl,phenylsulfonyl, C₂-C₆ alkenyloxy, C₂-C₆ alkynyloxy, phenyloxy, C₂-C₆alkenylthio, C₂-C₆ alkynylthio, phenylthio, 5-7 membered aliphaticheterocycle containing 1-4 heteroatoms, 5-7 membered aromaticheterocycle containing 1-4 heteroatoms, 5-7 membered aliphaticheterocyclic C₁-C₆ alkyl containing 1-4 heteroatoms or 5-7 memberedaromatic heterocyclic C₁-C₆ alkyl containing 1-4 heteroatoms; hydrogenon the phenyl, the aliphatic heterocycle and the aromatic heterocyclementioned above may be substituted by one or more of the followingsubstituents which are selected from nitro, halogen, C₁-C₆ alkyl, C₁-C₆haloalkyl, C₁-C₆ alkoxy, C₁-C₆ haloalkoxy or C₃-C₆ cycloalkyl;

W is selected from N or CX₂;

X₂ is selected from hydrogen, cyano, nitro, halogen, C₁-C₆ alkyl, C₁-C₆haloalkyl, C₃-C₆ cycloalkyl, C₃-C₆ cycloalkyl C₁-C₆ alkyl, C₃-C₆halocycloalkyl C₁-C₆ alkyl, Y₁ oxy, Y₁ thio, Y₁Y₂ amino, Y₁ sulfinyl, Y₁sulfonyl, Y₁ oxy C₁-C₆ alkyl, Y₁ thio C₁-C₆ alkyl, Y₁Y₂ amino C₁-C₆alkyl, Y₁ sulfinyl C₁-C₆ alkyl, Y₁ sulfonyl C₁-C₆ alkyl, C(O)Y₁,C(O)OY₁, OC(O)OY₁, N(Y₁)C(O)OY₂, C(O)N(Y₁)Y₂, N(Y₁)C(O)N(Y₁)Y₂,OC(O)N(Y₁)Y₂, C(O)N(Y₁)OY₂, N(Y₁)S(O)₂Y₂, N(Y₁)C(O)Y₂, OS(O)₂Y₁,CH═NOY₁, C₁-C₆ alkyl-CH═NOY₁, C₁-C₆ alkyl-O—N═C(Y₁)Y₂, phenyl, 5-7membered aliphatic heterocycle containing 1-4 heteroatoms, 5-7 memberedaromatic heterocycle containing 1-4 heteroatoms, 5-7 membered aliphaticheterocyclic C₁-C₆ alkyl containing 1-4 heteroatoms or 5-7 memberedaromatic heterocyclic C₁-C₆ alkyl containing 1-4 heteroatoms; thehydrogen on the phenyl, the aliphatic heterocycle and the aromaticheterocycle mentioned above may be substituted by one or more of thefollowing substituents which are selected from nitro, halogen, C₁-C₆alkyl, C₁-C₆ haloalkyl, C₁-C₆ alkoxy, C₁-C₆ haloalkoxy, C₃-C₆cycloalkyl, C₃-C₆ cycloalkoxy, C₂-C₆ alkenyl, C₂-C₆ alkynyl, phenyl orhalophenyl;

Y₁ and Y₂ are independently selected from C₁-C₆ alkyl, C₁-C₆ haloalkyl.C₃-C₆ cycloalkyl, C₃-C₆ cycloalkyl C₁-C₆ alkyl, C₁-C₆ alkoxy C₁-C₆alkyl, phenyl, 5-7 membered aliphatic heterocycle containing 1-4heteroatoms, 5-7 membered aromatic heterocycle containing 1-4heteroatoms, 5-7 membered aliphatic heterocyclic C₁-C₆ alkyl containing1-4 heteroatoms or 5-7 membered aromatic heterocyclic C₁-C₆ alkylcontaining 1-4 heteroatoms; the hydrogen on the phenyl, the aliphaticheterocycle and the aromatic heterocycle mentioned above may besubstituted by one or more of the following substituents which areselected from nitro, halogen. C₁-C₆ alkyl, C₁-C₆ haloalkyl, C₁-C₆alkoxy, C₁-C₆ haloalkoxy, C₃-C₆ cycloalkyl, C₃-C₆ cycloalkoxy, C₂-C₆alkenyl, C₂-C₆ alkynyl, phenyl or halophenyl;

Z is selected from Z₁ or Z₂ group;

Z₂ is selected from C₃-C₈ ycloalkenyl; the hydrogen on the ring can besubstituted by the following substituents; the following substituentsare selected from nitro, halogen, C₁-C₆ alkyl, C₁-C₆ haloalkyl, C₁-C₆alkoxy, C₁-C₆ haloalkoxy, C₁-C₆ alkenyl or C₃-C₆ cycloalkyl;

Q is selected from Q₁, Q₂, Q₃, Q₄, Q₅ or Q₆ group;

R₁ to R₅ are independently selected from hydrogen, hydroxyl, cyano,nitro, halogen, phenyl, C₁-C₆ alkyl, C₁-C₆ haloalkyl, C₂-C₆ alkenyl,C₂-C₆ haloalkenyl, C₂-C₆ alkynyl, C₂-C₆ haloalkynyl, C₁-C₆ alkoxy, C₁-C₆haloalkoxy, C₁-C₆ alkylthio or benzyloxy, wherein

R₁ and R₂ form a benzene ring, a 5-7 membered aliphatic heterocyclecontaining 1-4 heteroatoms or a 5-7 membered aromatic heterocyclecontaining 1-4 heteroatoms together with the carbon atoms on theconnected benzene ring;

R₂ and R₃ can form a benzene ring, a 5-7 membered aliphatic heterocyclecontaining 1-4 heteroatoms or a 5-7 membered aromatic heterocyclecontaining 1-4 heteroatoms together with the carbon atoms on theconnected benzene ring;

R₆, R₇ and R₈ are independently selected from hydrogen, C₁-C₆ alkyl,C₁-C₆ haloalkyl, C₃-C₆ cycloalkyl, C₃-C₆ cycloalkyl C₁-C₆ alkyl, C₂-C₆alkenyl, C₂-C₆ alkynyl or phenyl;

R₉, R₁₀ and R₁₁ are independently selected from hydrogen, halogen,cyano, nitro, C₁-C₆ alkylsulfonyl, C₁-C₆ haloalkylsulfonyl, C₁-C₆alkylsulfinyl, C₁-C₆ haloalkylsulfinyl, C₁-C₆ alkylthio, C₁-C₆haloalkylthio, C₁-C₆ alkyl, C₁-C₆ haloalkyl, C₁-C₆ alkoxy, C₁-C₆haloalkoxy, C₁-C₃ alkoxy C₁-C₃ alkyl, C₁-C₆ alkoxy C₁-C₃ alkoxy, C₁-C₆alkoxy C₁-C₃ alkoxy C₁-C₃ alkyl, C₃-C₆ cycloalkyl, C₃-C₆ cycloalkylC₁-C₃ alkyl, C₃-C₆ cycloalkyl C₁-C₃ alkoxy or C₃-C₆ cycloalkyloxy;

a stereoisomer of the compound of the above formula I; or, the compoundof the formula I and agriculturally acceptable salt of the isomer.

Preferably, in the compound, wherein in the formula I:

X₁ and X₃ are independently selected from hydrogen, cyano, nitro,halogen, C₁-C₆ alkylsulfonyl, C₁-C₆ alkylsulfinyl, C₁-C₆ alkylthio,C₁-C₆ haloalkylthio, C₁-C₆ alkyl, C₁-C₆ haloalkyl, C₁-C₆ alkoxy, C₁-C₆alkoxy C₁-C₃ alkyl, C₁-C₆ alkoxy C₁-C₃ alkoxy, C₁-C₆ alkoxy C₁-C₃ alkoxyC₁-C₃ alkyl, C₃-C₆ cycloalkyl, C₃-C₆ cycloalkyl C₁-C₃ alkyl, C₃-C₆cycloalkyl, C₁-C₃ alkoxy, C₃-C₆ cycloalkyloxy. C₂-C₆ alkenyloxy, C₂-C₆alkenyl, C₂-C₆ alkynyl, phenyl, phenylsulfonyl, phenyloxy, a 5-7membered aliphatic heterocycle containing 1-4 heteroatoms and a 5-7membered aromatic heterocycle containing 1-4 heteroatoms; the hydrogenon the phenyl, the aliphatic heterocycle and the aromatic heterocyclementioned above may be substituted by one or more of the followingsubstituents which are selected from nitro, halogen, C₁-C₆ alkyl, C₁-C₆haloalkyl, C₁-C₆ alkoxy, C₁-C₆ haloalkoxy or C₃-C₆ cycloalkyl;

W is selected from N or CX₂;

X₂ is selected from hydrogen, cyano, nitro, halogen, C₁-C₆ alkyl, C₁-C₆haloalkyl, C₃-C₆ cycloalkyl, C₃-C₆ cycloalkyl C₁-C₆ alkyl, C₃-C₆halocycloalkyl C₁-C₆ alkyl, Y₁ oxy, Y₁ thio, Y₁Y₂ amino, Y₁ sulfinyl, Y₁sulfonyl, Y₁ oxy C₁-C₆ alkyl, Y₁ thio C₁-C₆ alkyl, Y₁Y₂ amino C₁-C₆alkyl, Y₁ sulfinyl C₁-C₆ alkyl, Y₁ sulfonyl C₁-C₆ alkyl, C(O)Y₁,C(O)OY₁, OC(O)OY₁, N(Y₁)C(O)OY₂, C(O)N(Y₁)Y₂, N(Y₁)C(O)N(Y₁)Y₂,OC(O)N(Y₁)Y₂, C(O)N(Y₁)OY₂, N(Y₁)S(O)₂Y₂, N(Y₁)C(O)Y₂, OS(O)₂Y₁,CH═NOY₁, C₁-C₆ alkyl-CH═NOY₁, C₁-C₆ alkyl-O—N═C(Y₁)Y₂, phenyl, 5-7membered aliphatic heterocycle containing 1-4 heteroatoms, 5-7 memberedaromatic heterocycle containing 1-4 heteroatoms, 5-7 membered aliphaticheterocyclic C₁-C₆ alkyl containing 1-4 heteroatoms or 5-7 memberedaromatic heterocyclic C₁-C₆ alkyl containing 1-4 heteroatoms; thehydrogen on the phenyl, the aliphatic heterocycle and the aromaticheterocycle mentioned above may be substituted by one or more of thefollowing substituents which are selected from nitro, halogen, C₁-C₆alkyl, C₁-C₆ haloalkyl, C₁-C₆ alkoxy, C₁-C₆ haloalkoxy, C₃-C₆ cycloalkylor C₃-C₆ cycloalkoxy;

Y₁ and Y₂ are independently selected from C₁-C₆ alkyl, C₁-C₆ haloalkyl,C₃-C₆ cycloalkyl, C₃-C₆ cycloalkyl C₁-C₆ alkyl, C₁-C₆ alkoxy C₁-C₆alkyl, phenyl, a 5-7 membered aliphatic heterocycle containing 1-4heteroatoms, a 5-7 membered aromatic heterocycle containing 1-4heteroatoms, a 5-7 membered aliphatic heterocyclic C₁-C₆ alkylcontaining 1-4 heteroatoms or a 5-7 membered aromatic heterocyclic C₁-C₆alkyl containing 1-4 heteroatoms; the hydrogen on the phenyl, thealiphatic heterocycle and the aromatic heterocycle mentioned above maybe substituted by one or more of the following substituents which areselected from nitro, halogen, C₁-C₆ alkyl, C₁-C₆ haloalkyl, C₁-C₆alkoxy, C₁-C₆ haloalkoxy, C₃-C₆ cycloalkyl or C₃-C₆ cycloalkoxy;

Z is selected from Z₁ or X₂ group;

Z₂ is selected from C₃-C₈ cycloalkenyl; the hydrogen on the ring can besubstituted by the following substituents; the following substituentsare selected from nitro, halogen, C₁-C₆ alkyl, C₁-C₆ haloalkyl, C₁-C₆alkoxy, C₁-C₆ haloalkoxy, C₁-C₆ alkenyl or C₃-C₆ cycloalkyl;

Q is selected from Q₁, Q₂, Q₃, Q₄ or Q₅ group;

R₁ to R₅ are independently selected from hydrogen, hydroxyl, cyano,nitro, halogen, phenyl, C₁-C₆ alkyl, C₂-C₆ alkenyl, C₂-C₆ , alkynyl,C₁-C₆ alkoxy, C₁-C₆ alkylthio or benzyloxy,

wherein R₁ and R₂ form a benzene ring, a 5-7 membered aliphaticheterocycle containing 1-4 heteroatoms or a 5-7 membered aromaticheterocycle containing 1-3 heteroatoms together with the carbon atoms onthe connected benzene ring;

R₂ and R₃ can form a benzene ring, a 5-7 membered aliphatic heterocyclecontaining 1-4 heteroatoms or a 5-7 membered aromatic heterocyclecontaining 1-3 heteroatoms together with the carbon atoms on theconnected benzene ring;

R₆, R₇ and R₈ are independently selected from hydrogen, C₁-C₆ alkyl,C₃-C₆ cycloalkyl, C₂-C₆ alkenyl, C₂-C₆ alkynyl or phenyl;

R₉ and R₁₀ are independently selected from hydrogen, halogen, C₁-C₆alkylthio, C₁-C₆ alkyl, C₁-C₆ alkoxy, C₁-C₃ alkoxy C₁-C₃ alkyl, C₁-C₆alkoxy C₁-C₃ alkoxy, C₁-C₆ alkoxy C₁-C₃ alkoxy C₁-C₃ alkyl or C₃-C₆cycloalkyl;

the Z of the above formula I is selected from the stereoisomer of thecompound shown by Z₁.

Further preferably, in the compound, wherein in the formula

X₁ and X₃ are independently selected from hydrogen, cyano, nitro,halogen, C₁-C₃ alkylsulfonyl, C₁-C₃ alkylsulfinyl, C₁-C₃ alkylthio,C₁-C₃ haloalkylthio, C₁-C₃ alkyl, C₁-C₃ haloalkyl, C₁-C₃ alkoxy, C₁-C₃alkoxy C₁-C₃ alkyl, C₁-C₃ alkoxy C₁-C₃ alkoxy, C₁-C₃ alkoxy C₁-C₃ alkoxyC₁-C₃ alkyl, C₃-C₆ cycloalkyl or C₃-C₆ cycloalkyloxy;

W is selected from N or CX₂;

X₂ is selected from hydrogen, cyano, nitro, halogen, C₁-C₃ alkyl, C₁-C₃haloalkyl, C₃-C₆ cycloalkyl, C₃-C₆ cycloalkyl C₁-C₃ alkyl, C₃-C₆halocycloalkyl C₁-C₃ alkyl, Y₁ oxy, Y₁ thio, Y₁Y₂ amino, Y₁ sulfinyl, Y₁sulfonyl, Y₁ oxy C₁-C₃ alkyl, Y₁ thio C₁-C₃ alkyl, Y₁Y₂ amino C₁-C₃alkyl, Y₁ sulfinyl C₁-C₃ alkyl, Y₁ sulfonyl C₁-C₃ alkyl, C(O)Y₁,C(O)OY₁, OC(O)OY₁, N(Y₁)C(O)OY₂, C(O)N(Y₁)Y₂, N(Y₁)C(O)N(Y₁)Y₂,OC(O)N(Y₁)Y₂, C(O)N(Y₁)OY₂, N(Y₁)S(O)₂Y₂, N(Y₁)C(O)Y₂, OS(O)₂Y₁,CH═NOY₁, C₁-C₆ alkyl-CH═NOY₁, C₁-C₆ alkyl-O—N═C(Y₁)Y₂, phenyl, 5-7membered aliphatic heterocycle containing 1-4 heteroatoms, 5-7 memberedaromatic heterocycle containing 1-4 heteroatoms, 5-7 membered aliphaticheterocyclic C₁-C₃ alkyl containing 1-4 heteroatoms or 5-7 memberedaromatic heterocyclic C₁-C₃ alkyl containing 1-4 heteroatoms; thehydrogen on the phenyl, the aliphatic heterocycle and the aromaticheterocycle mentioned above may be substituted by one or more of thefollowing substituents which are selected from nitro, halogen, C₁-C₃alkyl, C₁-C₃ haloalkyl, C₁-C₃ alkoxy, C₃-C₆ cycloalkyl or C₃-C₆cycloalkoxy;

Y₁ and Y₂ are independently selected from C₁-C₆ alkyl, C₁-C₆ haloalkyl,C₃-C₆ cycloalkyl, C₃-C₆ cycloalkyl C₁-C₆ alkyl, C₁-C₆ alkoxy C₁-C₆alkyl, phenyl, a 5-7 membered aliphatic heterocycle containing 1-4heteroatoms, a 5-7 membered aromatic heterocycle containing 1-4heteroatoms, a 5-7 membered aliphatic heterocyclic C₁-C₆ alkylcontaining 1-4 heteroatoms or a 5-7 membered aromatic heterocyclic C₁-C₆alkyl containing 1-4 heteroatoms; the hydrogen on the phenyl, thealiphatic heterocycle, and the aromatic heterocycle may be substitutedby one or more of the following substituents which are selected fromnitro, halogen, C₁-C₆ alkyl, C₁-C₆ haloalkyl, C₁-C₆ alkoxy, C₁-C₆haloalkoxy, C₃-C₆ cycloalkyl or C₃-C₆ cycloalkoxy;

Z is selected from Z₁ or Z₂ group;

Z₂ is selected from C₅-C₆ cycloalkenyl; the hydrogen on the ring may besubstituted by the following substituents which are selected from C₁-C₆alkyl, C₁-C₆ alkoxy or C₁-C₆ alkenyl;

Q is selected from Q₃, Q₂, Q₃ or Q₄ group;

R₁ to R₅ are independently selected from hydrogen, hydroxyl, cyano,nitro, halogen, phenyl, C₁-C₆ alkyl, C₂-C₆ alkenyl, C₂-C₆ alkynyl, C₁-C₆alkoxy or benzyloxy, wherein

R₁ and R₂ form a benzene ring or a 5-7 membered aliphatic heterocyclecontaining 1-4 heteroatoms together with the carbon atoms on theconnected benzene ring;

R₂ and R₃ can form a benzene ring or a 5-7 membered aliphaticheterocycle containing 1-4 heteroatoms together with the carbon atoms onthe connected benzene ring;

R₆ and R₇ are independently selected from hydrogen, C₁-C₆ alkyl, C₂-C₆alkenyl or phenyl;

R₈ and R₉ are independently selected from hydrogen, halogen, C₁-C₆alkyl, C₁-C₆ alkoxy, C₁-C₃ alkoxy C₁-C₃ alkyl, C₁-C₆ alkoxy C₁-C₃ alkoxyor C₃-C₆ cycloalkyl;

the Z of the above formula I is selected from the stereoisomer of thecompound shown by Z₁.

More further preferably, in the compound, wherein in the formula I:

X₁ and X₃ are independently selected from hydrogen, cyano, nitro,halogen, C₁-C₃ alkylsulfonyl, C₁-C₃ alkyl and C₁-C₃ haloalkyl;

W is selected from N or CX₂;

X₂ is selected from hydrogen, halogen, C₁-C₃ alkyl, C₁-C₃ haloalkyl,C₃-C₆ cycloalkyl, C₃-C₆ cycloalkyl C₁-C₃ alkyl, C₃-C₆ halocycloalkylC₁-C₃ alkyl, Y₁ oxy, Y₁ thio, Y₁Y₂ amino, Y₁ sulfonyl, Y₁ oxy C₁-C₃alkyl, Y₁ thio C₁-C₃ alkyl, Y₁Y₂ amino C₁-C₃ alkyl, Y₁ sulfonyl C₁-C₃alkyl, C(O)Y₁, C(O)OY₁, OC(O)OY₁, N(Y₁)C(O)OY₂, C(O)N(Y₁)Y₂,N(Y₁)C(O)N(Y₁)Y₂, OC(O)N(Y₁)Y₂, C(O)N(Y₁)OY₂, N(Y₁)S(O)₂Y₂, N(Y₁)C(O)Y₂,OS(O)₂Y₁, CH═NOY₁, C₁-C₆ alkyl-CH═NOY₁, C₁-C₆ alkyl-O—N═C(Y₁)Y₂, phenyl,5-7 membered aliphatic heterocycle containing 1-4 heteroatoms, 5-7membered aromatic heterocycle containing 1-4 heteroatoms, 5-7 memberedaliphatic heterocyclic C₁-C₃ alkyl containing 1-4 heteroatoms or 5-7membered aromatic heterocyclic C₁-C₃ alkyl containing 1-4 heteroatoms;the hydrogen on the phenyl, the aliphatic heterocycle and the aromaticheterocycle mentioned above may be substituted by one or more of thefollowing substituents which are selected from nitro, halogen, C₁-C₃alkyl, C₁-C₃ haloalkyl, C₁-C₃ alkoxy, C₃-C₆ cycloalkyl or C₃-C₆cycloalkoxy;

Y₁ and Y₂ are independently selected from C₁-C₆ alkyl, C₁-C₆ haloalkyl,C₃-C₆ cycloalkyl, C₃-C₆ cycloalkyl C₁-C₆ alkyl, C₁-C₆ alkoxy C₁-C₆alkyl, phenyl, a 5-7 membered aliphatic heterocycle containing 1-4heteroatoms, a 5-7 membered aromatic heterocycle containing 1-4heteroatoms, a 5-7 membered aliphatic heterocyclic C₁-C₆ alkylcontaining 1-4 heteroatoms or a 5-.7 membered aromatic heterocyclicC₁-C₆ alkyl containing 1-4 heteroatoms; the hydrogen on the phenyl, thealiphatic heterocycle and the aromatic heterocycle mentioned above maybe substituted by one or more of the following substituents which areselected from nitro, halogen, C₁-C₆ alkyl, C₁-C₆ haloalkyl, C₁-C₆alkoxy, C₁-C₆ haloalkoxy, C₃-C₆ cycloalkyl or C₃-C₆ cycloalkoxy;

Z is selected from Z₁ or Z₂ group;

Z₂ is selected from G₁, G₂, G₃, G₄, G₅ or G₆ group;

Q is selected from Q₁, Q₂, Q₃ or Q₄ group;

R₁ to R₅ are independently selected from hydrogen, hydroxyl, cyano,nitro, halogen, phenyl, methyl, ethyl, propyl, vinyl, propenyl, ethynyl,propynyl, methoxy, ethoxyl, benzyloxy, trifluoromethyl ortrifluoromethoxy;

R₁ and R₂ can form a benzene ring together with the carbon atoms on theconnected benzene ring;

R₂ and R₃ can form a benzene ring, 1,3-dioxane ring or 1,4-dioxane ringtogether with the carbon atoms on the connected benzene ring;

R₆ and R₇ are independently selected from hydrogen, methyl or ethyl;

R₈ and R₉ are independently selected from hydrogen, chlorine or methyl;

the Z of the above formula I is selected from a trans-stereoisomer ofthe compound shown by Z₁.

In the definitions of the compounds of the formula I provided above, theterms used in the collection are defined as follows:

Alkyl refers to linear or branched groups such as methyl, ethyl,n-propyl, isopropyl, n-butyl, isobutyl, sec-butyl, tert-butyl, n-pentyl,isopentyl, n-hexyl and so on. Cycloalkyl refers to groups in the form ofcyclic chain, such as cyclopropyl, methylcyclopropyl,cyclopropylcyclopropyl, cyclobutyl, cyclopentyl and cyclohexyl and soon, Alkenyl refers to linear or branched alkenyl, such as vinyl,1-propenyl, 2-propenyl, butenyl, pentenyl and hexenyl and so on. Alkynylrefers to linear or branched chain alkynyl, such as 1-propynyl,2-propynyl, butynyl, pentynyl and hexynyl and so on. Alkoxy refers to agroup having an oxygen atom at the end of the alkyl, such as methoxy,ethoxy, n-propoxy, isopropoxy and tert-butoxy and so on. The5-7-membered heterocycle containing 1-4 heteroatoms refers to a5-7-membered heterocyclic compound containing 1-4 heteroatoms withoutaromatic characteristics, such as ethylene oxide, tetrahydrofuran,imidazolinone, caprolactam, 1,3-dioxane ring and 1,4-dioxane ring and soon. The 5-7-membered aromatic heterocycle containing 1-4 heteroatomsrefers to a 5-7-membered heterocyclic compound containing 1-4heteroatoms having aromatic characteristics, such as furan, thiophene,pyrazole and pyridine and so on. Stereoisomers mean that hydrogen atomson the carbon-carbon double bond B in the formula I are on the same side(cis) or on both sides (trans) of the bond B.

The compound I of the formula in the present invention can be preparedby the following method:

Method I:

The compound of the formula II and the compound of the formula III reactin a suitable solvent at temperature of −10° C. to a boiling point ofthe suitable solvent for 0.5-48 hours to obtain a target compound I.

The suitable solvent is selected from dichloromethane,1,2-dichloroethane, chloroform, carbon tetrachloride, hexane, benzene,toluene, ethyl acetate, acetonitrile, acetic acid, tetrahydrofuran,dioxane, N,N-dimethylformamide or dimethylsulfoxide and so on.

Addition of a suitable alkali substance in the reaction system can bebeneficial to the reaction. The suitable alkali is selected from organicalkali such as triethylamine, N, N-dimethylaniline or pyridine and soon, or inorganic alkali such as sodium hydroxide, potassium hydroxide,sodium carbonate, sodium bicarbonate, potassium carbonate, sodiummethoxide, sodium tert-butoxide or potassium tert-butoxide and so on.

The compound of the formula III can be prepared from the correspondingacid (commercially available) by reference to WO2009123714.

Method II:

The compound of the formula IV and the compound of the formula V reactin a suitable solvent at temperature of −10° C. to a boiling point ofthe suitable solvent for 0.5-48 hours to obtain a target compound I.

The suitable solvent is selected from dichloromethane,1,2-dichloroethane, chloroform, carbon tetrachloride, hexane, benzene,toluene, ethyl acetate, acetonitrile, acetic acid, tetrahydrofuran,dioxane, N,N-dimethylformamide or dimethylsulfoxide and so on.

Addition of a suitable alkali substance in the reaction system can bebeneficial to the reaction. The suitable alkali is selected from organicalkali such as triethylamine, N, N-dimethylaniline or pyridine and soon, or inorganic alkali such as sodium hydroxide, potassium hydroxide,sodium carbonate, sodium bicarbonate, potassium carbonate, sodiummethoxide, sodium tert-butoxide or potassium tert-butoxide and so on.

The compound of the formula V can be prepared from the correspondingacid (commercially available) by reference to WO2009123714.

The preparation method of the compound of the formula Il is as follows:

The compound of the formula VI (commercially available) and the compoundof the formula VII (commercially available) react with a suitableactivator in suitable alkali and solvent at temperature of -10° C. to aboiling point of the suitable solvent for 0.5-48 hours to obtain thecompound of the formula II. The suitable solvent is selected frompetroleum ether, hexane, benzene, toluene, chlorobenzene, ethyl acetate,acetonitrile, tetrahydrofuran, N, N-dimethylformamide,dimethylsulfoxide, pyridine, 2-methylpyridine, 3-methvlpyridine or4-methylpyridine and so on. The suitable activator is selected fromphosgene, triphosgene, CDI, DCC, dichlorosulfoxide, oxalyl chloride,phosphorus oxychloride, or phosphorus pentachloride and so on. Thesuitable alkali is selected from N-methylimidazole or DMAP and so on.

The preparation method of the compound of the formula IV can be referredto the preparation method of the compound of the formula

The compound of the formula I of the present invention and thestereoisomer thereof or the compound of the formula I and theagriculturally acceptable salt of the isomer have herbicidal activityand can be used for agriculturally controlling various weeds. Comparedwith the compound disclosed in the prior art, the alkene-containingamide compound of the present invention not only has excellentherbicidal activity, but also is safe for crops.

The present invention also comprises a herbicidal composition using thecompound of the formula I and the stereoisomer thereof or the compoundof the formula I and the agriculturally acceptable salt of the isomer asactive ingredients. The weight percentage of the active ingredient inthe herbicidal composition is 1-99%. The herbicidal composition alsocomprises an agriculturally acceptable carrier.

The herbicidal composition of the present invention can be applied inthe forms of various formulations. The compound of the present inventionis generally dissolved or dispersed in the carrier and prepared into theformulation for easier dispersion when used as a herbicide. For example,the chemical formulations can be prepared into wettable powder ormissible oil. Therefore, in the compositions, at least one liquid orsolid carrier is added, and generally a suitable surfactant needs to beadded.

The present invention also provides an implementing method forcontrolling weeds. The method comprises applying an effective dose ofthe herbicidal composition of the present invention to the weed or aweed growing place or a surface of a growth medium thereof. A suitableeffective dose is 1 to 1000 grams per hectare, and a preferred dfectivedose is 10 to 500 grams per hectare. For some applications, one or moreother herbicides can be added to the herbicidal composition of thepresent invention, thereby generating additional advantages and effects.

The compound of the present invention can be used alone or incombination with other known pesticides, bactericides, plant growthregulators or fertilizers.

It should be clear that various changes and modifications can be madewithin the scope defined by the claims of the present invention.

The present invention has the following advantages:

Compared with the known benzamide compound, the compound of the formulain the present invention comprises a benzoyl and an alkene-containingacyl substitution, and has a novel structure. The alkene-containingamide compound in the present invention has unexpectedly high herbicidalactivity, also has high herbicidal activity at a lower dosage, not onlyhas high efficiency, but also reduces the use amount of pesticides,reduces the cost and reduces environmental pollution.

DETAILED DESCRIPTION

The following examples and biometric test results can be used to furtherillustrate the present invention, but are not intended to limit thepresent invention.

SYNTHESIS EXAMPLE Embodiment 1 Synthesis of Compound 1-1

(1) Synthesis of N-(1-methyl-tetrazole-5yl)-2-methanesulfonyl-4-trifluoromethylbenzamide

2-methanesulfonyl-4-trifluoromethylbenzoic acid (19.1 g, 71.2 mmol),1-methyl-5-aminotetrazole (8.5 g, 85.4 mmol), 3-methylpyridine (100 ml)and N-methylimidazole (11.7 g, 142 mmol) were added to a reaction flask,stirred at room temperature for half an hour, and cooled to be below 10°C. in an ice-water bath; dichlorosuifoxide (13.6 g, 114.0 mmol) wasslowly dripped; the mixture was stirred at room temperature for 2 hours,heated to 50° C. to preserve heat and react for 2 hours, and cooled tobe below 10° C. in the ice-water bath; cold water was slowly dripped;solid precipitated out and was filtered; a filter cake was washed twicewith 100 ml of water and dried to obtain 17.5 g of white solid, with ayield of 70%.

(2) Synthesis of Cinnamyl Chloride

Cinnamic acid (10.0 g, 67.5 mmol), dichloromethane (300 ml) and DMF (3drops) were added into the reaction flask; oxalyl chloride (42.8 g,337.5 mmol) was slowly added; the mixture was stirred at roomtemperature for 2 hours; the solvent was evaporated under reducedpressure; toluene (150 ml) was added to the residue and stirred for 3minutes; and then the solvent was evaporated under reduced pressure toobtain 11.3 g of yellow solid which was used directly in the next step.

(3) Synthesis of Compound 1-1

N-(1-methyl-tetrazole-5-yl)-2-methanesulfonyl-4-trifluoromethylbenzamide (1.2 g, 3.4 mmol),dichloromethane (20 ml) and triethylamine (0.7 g, 6.8 mmol) were addedto the reaction flask, and the prepared dichloromethane solution of thecinnamyl chloride was dropwise added (the cinnamyl chloride (1.1 g, 6.8mmol) was dissolved in 15 ml of dichloromethane). The mixture wasstirred at room temperature for 40 minutes; the solvent was evaporatedunder reduced pressure; ethyl acetate (50 ml) was added to the residue;water (50 ml) was used for separation and extraction; the organic phasewas washed with saturated salt water (50 ml) and dried with anhydrousmagnesium sulfate; the solvent was evaporated under reduced pressure;and the residue was separated by column chromatography to obtain 1.3 gof pale yellow solid, with a purity of 94% and a yield of 82%.

Embodiment 2 Synthesis of Compound 2-265

(1) Synthesis of 1-cyclohexenoyl Chloride

1-cyclohexenoic acid (0.36 g, 2.9 mmol), dichloromethane (30 ml) and DMF(1 drop) were added into the reaction flask; oxalyl chloride (1.82 g,14.3 mmol) was slowly added; the mixture was stirred at room temperaturefor 1 hour; the solvent was evaporated under reduced pressure; toluene(15 ml) was added to the residue and stirred for 3 minutes; and then thesolvent was evaporated under reduced pressure to obtain 0.42 g of paleyellow solid which was used directly in the next step.

(2) Synthesis of Compound 2-265

N-(1-methyl-tetrazole-5-yl)-2-methariesulfonyl-4-trifluoromethylbenzamide (0.5 g, 1.4 mmol, seestep 3 of embodiment 1 for the preparation), dichloromethane (20 ml) andtriethylamine (0.29 g, 2.9 mmol) were added to the reaction flask, andthe dichloromethane solution (15 ml) of 1-cyclohexenoyl chloride in theabove step was added dropwise. The mixture was stirred at roomtemperature for 1 hour; the solvent is evaporated under reducedpressure; ethyl acetate (100 ml) was added to the residue; water (50 ml)was used for separation and extraction; the organic phase wassequentially washed with saturated salt water (50 ml) and dried withanhydrous magnesium sulfate; the solvent was evaporated under reducedpressure; and the residue was separated by column chromatography toobtain 0.55 g of off-white solid compound 2-265, with a purity of 97.6%and a yield of 82%.

Embodiment 3 Synthesis of Compound 1-24

(1) Synthesis ofN-(1-methyl-tetrazole-5-yl)-2-chloro-3-methoxymethyl-4-methanesulfonylbenzamide

2-chloro-3-methoxymethyl-4-methanesulfonyl benzoic acid (5.0 g, 17.9mmol), 1-methyl-5-aminotetra.zole (2.1 g, 21.5 mmol), 3-methylpyridine(30 ml) and N-methylitnidazole (3.0 g, 35.9 mmol) were added to thereaction flask, stirred at room temperature for half an hour, and cooledto be below 10° C. in an ice-water bath; dichlorosulfoxide (3.4 g, 28.7mmol) was slowly dripped; the mixture was stirred at room temperaturefor 2 hours, heated to 50° C. to preserve heat and react for 2 hours,and cooled to be below 10° C. in the ice-water bath; cold water wasslowly dripped; solid precipitated out and was filtered; a filter cakewas washed twice with 30 ml of water and dried to obtain 3.29 g ofoff-white solid, with a yield of 51%.

(2) Synthesis of Compound 1-24

N-(1-methyl-tetrazole-5-yl)-2-chloro-3-methoxymethyl-4-methanesulfonylbenzamide (0.5 g, 1.4 mmol), dichloromethane (20 ml) and triethylamine(0.3 g, 2.8 mmol) were added to the reaction flask, and the prepareddichloromethane solution of the cinnamyl chloride was dropwise added(0.5 g of cinnamyl chloride was dissolved in 15 ml of dichloromethane).The mixture was stirred at room temperature for 40 minutes; the solventwas evaporated under reduced pressure; ethyl acetate (50 ml) was addedto the residue; water (50 ml) was used for separation and extraction;the organic phase was washed with saturated salt water (50 ml) and driedwith anhydrous magnesium sulfate; the solvent was evaporated underreduced pressure; and the residue was separated by column chromatographyto obtain 0.4 g of pale yellow solid, with a purity of 95% and a yieldof 56%.

Embodiment 4 Synthesis of Compound 1-41

(1) Synthesis of N-(1-methyl-tetrazole-5yl) Cinnamamide

Cinnamic acid (5.0 g, 33.7 mmol), 1-methyl-5-aminotetrazole (3.7 g, 37.1mmol), 3-methylpyridine (50 ml) and N-methylimidazole (5.5 g, 67.5 mmol)were added to the reaction flask, stirred at room temperature for halfan hour, and cooled to be below 10° C. in an ice-water bath;dichlorosuifoxide (6.4 g, 54.0 mmol) was slowly dripped; the mixture wasstirred at room temperature for 2. hours, heated to 50° C. to preserveheat and react for 2 hours, and cooled to be below 10° C. in theice-water bath; cold water was slowly dripped; solid precipitated outand was filtered; a filter cake was washed twice with 50 ml of water anddried to obtain 3.3 g of yellow solid, with a yield of 42%.

(2) Synthesis of2-chloro-3-{[(tetrahydrofuran-2-yl)methoxy]methyl}-4-methanesulfonylBenzoyl Chloride

2-chloro-3-{[(tetrahydrofuran-2-yl)methoxy]methyl}-4-methanesulfonylbenzoic, acid (1.3 g, 3.8 mmol), dichloromethane (20 ml) and DMF (1drop) were added into the reaction flask; oxalyl chloride (2.4 g, 19.0mmol) was slowly added; the mixture was stirred at room temperature for2 hours; the solvent was evaporated under reduced pressure; toluene (10ml) was added to the residue and stirred for 3 minutes; and then thesolvent was evaporated under reduced pressure to obtain 1.3 g of yellowsolid which was used directly in the next step.

(3) Synthesis of Compound 1-41

N-(1-methyl-tetrazole-5yl) cinnamamide (0.4 g, 1.9 mmol),dichloromethane (20 ml) and triethylamine (0.4 g, 3.8 mmol) were addedto the reaction flask, and the dichloromethane solution of the prepared2-chloro-3{[(tetrahydrofuran-2-yl)methoxy]methyl}-4-methanesulfonbenzoyl chloride was dropwise added (1.3 g of2-chloro-3-{[(tetrahydrofuran-2-yl)methoxy]methyl}-4-methanesulfonylbenzoyl chloride was dissolved in 15 ml of dichloromethane). The mixturewas stirred at room temperature for 40 minutes; the solvent wasevaporated under reduced pressure; ethyl acetate (50 ml) was added tothe residue; water (50 ml) was used for separation and extraction; theorganic phase was washed with saturated salt water (50 ml) and driedwith anhydrous magnesium sulfate; the solvent was evaporated underreduced pressure; and the residue was separated by column chromatographyto obtain 0.3 g of yellow solid, with a purity of 88% and a yield of25%.

The initial substances are replaced according to the above recordedmethod to obtain other compounds shown by the formula IF. Part of thecompounds of the formula I can be found in Table 1, Table 2, Table 3 andTable 4, wherein in Table 1 and Table 2, W is selected from CX₂ and thestereo configuration in Table 1 is trans; in Table 3 and Table 4, W isselected from N and the stereo configuration in Table 3 is trans.

In the compound of the formula I, W is CX₂ and the stereo configurationis trans.

TABLE 1 Structures and Physical Properties of Part of Compounds ofFormula I Appearance Com- (Melting pound X₁ X₂ X₃ Q R₁ R₂ R₃ R₄ R₅ Point° C.) 1-1 SO₂CH₃ H CF₃

H H H H H pale yellow solid (145-146) 1-2 SO₂CH₃ H CF₃

Cl H Cl H H 1-3 SO₂CH₃ H CF₃

H H OCH₃ H H 1-4 SO₂CH₃ H CF₃

H H NO₂ H H 1-5 SO₂CH₃ H CF₃

H H CF₃ H H 1-6 SO₂CH₃ H CF₃

H OCF₃ H H H 1-7 SO₂CH₃ H CF₃

H H

H H 1-8 SO₂CH₃ H CF₃

H

H H yellow solid (121-123) 1-9 SO₂CH₃ H CF₃

H

H H 1-10 SO₂CH₃ H CF₃

H

H H 1-11 SO₂CH₃ H CF₃

H H H 1-12 NO₂ H SO₂CH₃

H H H H H pale yellow solid (189-191) 1-13 NO₂ H SO₂CH₃

H

H H yellow solid (185-187) 1-14 NO₂ H Cl

H H H H H while solid (157-159) 1-15 Cl H Cl

H H H H H yellow solid (148-150) 1-16 Cl H Cl

H

H H yellow solid (160-162) 1-17 Cl H SO₂CH₃

H H H H H white solid (190-192) 1-18 Cl H SO₂CH₃

H

H H pale yellow solid (195-197) 1-19 Cl CH₃ SO₂CH₃

H H H H H white solid (185-186) 1-20 Cl CH₃ SO₂CH₃

H

H H pale yellow solid (192-194) 1-21 Cl CH₃ SO₂CH₃

H H OCH3 H H pale yellow solid (200-202) 1-22 Cl CH₃ SO₂CH₃

H H

H H pale yellow solid (175-177) 1-23 Cl CH₂Br SO₂CH₃

H H H H H 1-24 Cl

SO₂CH₃

H H H H H pale yellow solid (180-182) 1-25 Cl

SO₂CH₃

Cl H Cl H H 1-26 Cl

SO₂CH₃

H H OCH₃ H H yellow solid (160-162) 1-27 Cl

SO₂CH₃

H H NO₂ H H 1-28 Cl

SO₂CH₃

H H CF₃ H H white solid (164-165) 1-29 Cl

SO₂CH₃

H OCF₃ H H H 1-30 Cl

SO₂CH₃

H H

H H pale yellow solid (120-123) 1-31 Cl

SO₂CH₃

H

H H pale yellow solid (115-117) 1-32 Cl

SO₂CH₃

H

H H 1-33 Cl

SO₂CH₃

H

H H yellow solid (120-122) 1-34 Cl

SO₂CH₃

H H H 1-35 Cl

SO₂CH₃

H H H H H 1-36 Cl

SO₂CH₃

H H H H H 1-37 Cl

SO₂CH₃

H H H H H 1-38 Cl

SO₂CH₃

H H H H H 1-39 Cl

SO₂CH₃

H H H H H 1-40 Cl

SO₂CH₃

H H H H H 1-41 Cl

SO₂CH₃

H H H H H yellow solid (98-100) 1-42 Cl

SO₂CH₃

Cl H Cl H H 1-43 Cl

SO₂CH₃

H H OCH₃ H H 1-44 Cl

SO₂CH₃

H H NO₂ H H 1-45 Cl

SO₂CH₃

H H CF₃ H H 1-46 Cl

SO₂CH₃

H OCF₃ H H H 1-47 Cl

SO₂CH₃

H H

H H 1-48 Cl

SO₂CH₃

H

H H 1-49 Cl

SO₂CH₃

H

H H 1-50 Cl

SO₂CH₃

H

H H 1-51 Cl

SO₂CH₃

H H H 1-52 Cl

SO₂CH₃

H H H H H 1-53 Cl

SO₂CH₃

H H H H H pale yellow solid (85-87) 1-54 Cl

SO₂CH₃

H H H H H 1-55 Cl

SO₂CH₃

H H H H H 1-56 Cl

SO₂CH₃

H H H H H white oil 1-57 Cl

SO₂CH₃

H H H H H white solid (200-201) 1-58 Cl

SO₂CH₃

H H H H H 1-59 Cl

SO₂CH₃

H H H H H 1-60 Cl

SO₂CH₃

H H H H H 1-61 Cl SO₂CH₃ SO₂CH₃

H H H H H 1-62 Cl

SO₂CH₃

H H H H H 1-63 Cl

SO₂CH₃

H H H H H 1-64 Cl

SO₂CH₃

H H H H H 1-65 Cl

SO₂CH₃

H H H H H 1-66 Cl

SO₂CH₃

H H H H H 1-67 Cl

SO₂CH₃

H H H H H 1-68 Cl

SO₂CH₃

H H H H H 1-69 Cl

SO₂CH₃

H H H H H 1-70 Cl

SO₂CH₃

H H H H H 1-71 Cl

SO₂CH₃

H H H H H 1-72 Cl

SO₂CH₃

H H H H H 1-73 Cl

SO₂CH₃

H H H H H 1-74 Cl

SO₂CH₃

H H H H H 1-75 Cl

SO₂CH₃

H H H H H 1-76 Cl

SO₂CH₃

H H H H H 1-77 Cl

SO₂CH₃

H H H H H 1-78 Cl

SO₂CH₃

H H H H H 1-79 Cl

SO₂CH₃

H H H H H 1-80 Cl

SO₂CH₃

H H H H H 1-81 Cl

SO₂CH₃

H H H H H 1-82 Cl CN SO₂CH₃

H H H H H 1-83 Cl NO₂ SO₂CH₃

H H H H H 1-84 Cl

SO₂CH₃

H H H H H 1-85 Cl

SO₂CH₃

H H H H H 1-86 Cl

SO₂CH₃

H H H H H 1-87 Cl

SO₂CH₃

H H H H H 1-88 Cl

SO₂CH₃

H H H H H 1-89 Cl

SO₂CH₃

H H H H H 1-90 Cl Cl SO₂CH₃

H H H H H yellow solid (198-200) 1-91 CH₃ CH₃ SO₂CH₃

H H H H H while solid (202-204) 1-92 CH₃ CH₂Br SO₂CH₃

H H H H H 1-93 CH₃ F SO₂CH₃

H H H H H 1-94 CH₃ Br SO₂CH₃

H H H H H 1-95 CH₃

SO₂CH₃

H H H H H white solid (206-208) 1-96 CH₃

SO₂CH₃

H H H H H off-white solid (205-207) 1-97 CH₃

SO₂CH₃

H H H H H white solid (171-173) 1-98 CH₃

SO₂CH₃

H H H H H white solid (202-204) 1-99 CH₃

SO₂CH₃

H H H H H 1-100 CH₃

SO₂CH₃

H H H H H white solid (185-187) 1-101 CH₃

SO₂CH₃

H H H H H 1-102 CH₃

SO₂CH₃

H H H H H yellow solid (216-218) 1-103 CH₃

SO₂CH₃

H H H H H 1-104 CN

SO₂CH₃

H H H H H 1-105 CF₃

SO₂CH₃

H H H H H 1-106

SO₂CH₃

H H H H H 1-107

SO₂CH₃

H H H H H 1-108

SO₂CH₃

H H H H H 1-109

SO₂CH₃

H H H H H 1-110

SO₂CH₃

H H H H H 1-111

SO₂CH₃

H H H H H 1-112

SO₂CH₃

H H H H H 1-113 SO₂CH═CH₂

SO₂CH₃

H H H H H 1-114

SO₂CH₃

H H H H H 1-115

SO₂CH₃

H H H H H 1-116

SO₂CH₃

H H H H H 1-117

SO₂CH₃

H H H H H 1-118

SO₂CH₃

H H H H H 1-119

SO₂CH₃

H H H H H 1-120

SO₂CH₃

H H H H H 1-121 SO₂CH₃ H CF₃

H H H H H 1-122 NO₂ H SO₂CH₃

H H H H H 1-123 Cl H Cl

H H H H H 1-124 Cl H SO₂CH₃

H H H H H 1-125 Cl CH SO₂CH₃

H H H H H 1-126 Cl

SO₂CH₃

H H H H H 1-127 Cl

SO₂CH₃

H H H H H 1-128 Cl

SO₂CH₃

H H H H H 1-129 Cl

SO₂CH₃

H H H H H 1-130 Cl

SO₂CH₃

H H H H H 1-131 Cl

SO₂CH₃

H H H H H 1-132 Cl

SO₂CH₃

H H H H H 1-133 Cl

SO₂CH₃

H H H H H 1-134 Cl

SO₂CH₃

H H H H H 1-135 Cl

SO₂CH₃

H H H H H 1-136 Cl

SO₂CH₃

H H H H H 1-137 Cl

SO₂CH₃

H H H H H 1-138 Cl

SO₂CH₃

H H H H H 1-139 Cl

SO₂CH₃

H H H H H 1-140 Cl

SO₂CH₃

H H H H H 1-141 Cl

SO₂CH₃

H H H H H 1-142 Cl

SO₂CH₃

H H H H H 1-143 Cl Cl SO₂CH₃

H H H H H 1-144 CH₃ F SO₂CH₃

H H H H H 1-145 CH₃ Br SO₂CH₃

H H H H H 1-146 CH₃

SO₂CH₃

H H H H H 1-147 CH₃

SO₂CH₃

H H H H H 1-148 CH₃

SO₂CH₃

H H H H H 1-149 CH₃

SO₂CH₃

H H H H H 1-150 CH₃

SO₂CH₃

H H H H H 1-151 CH₃

SO₂CH₃

H H H H H 1-152 CH₃

SO₂CH₃

H H H H H 1-153 CH₃

SO₂CH₃

H H H H H 1-154 SO₂CH₃ H CF₃

H H H H H yellow solid (180-182) 1-155 NO₂ H SO₂CH₃

H H H H H 1-156 Cl H Cl

H H H H H 1-157 Cl H SO₂CH₃

H H H H H 1-158 Cl CH₃ SO₂CH₃

H H H H H 1-159 Cl

SO₂CH₃

H H H H H 1-160 Cl

SO₂CH₃

H H H H H 1-161 Cl

SO₂CH₃

H H H H H 1-162 Cl

SO₂CH₃

H H H H H 1-163 Cl

SO₂CH₃

H H H H H 1-164 Cl

SO₂CH₃

H H H H H 1-165 Cl

SO₂CH₃

H H H H H 1-166 Cl

SO₂CH₃

H H H H H 1-167 Cl

SO₂CH₃

H H H H H 1-168 Cl

SO₂CH₃

H H H H H 1-169 Cl

SO₂CH₃

H H H H H 1-170 Cl

SO₂CH₃

H H H H H 1-171 Cl

SO₂CH₃

H H H H H 1-172 Cl

SO₂CH₃

H H H H H 1-173 Cl

SO₂CH₃

H H H H H 1-174 Cl

SO₂CH₃

H H H H H 1-175 Cl

SO₂CH₃

H H H H H 1-176 Cl Cl SO₂CH₃

H H H H H 1-177 CH₃ F SO₂CH₃

H H H H H 1-178 CH₃ Br SO₂CH₃

H H H H H 1-179 CH₃

SO₂CH₃

H H H H H 1-180 CH₃

SO₂CH₃

H H H H H 1-181 CH₃

SO₂CH₃

H H H H H 1-182 CH₃

SO₂CH₃

H H H H H 1-183 CH₃

SO₂CH₃

H H H H H 1-184 CH₃

SO₂CH₃

H H H H H 1-185 CH₃

SO₂CH₃

H H H H H 1-186 CH₃

SO₂CH₃

H H H H H 1-187 SO₂CH₃ H CF₃

H H H H H off-white solid (100-102) 1-188 NO₂ H SO₂CH₃

H H H H H 1-189 Cl H Cl

H H H H H 1-190 Cl H SO₂CH₃

H H H H H 1-191 Cl CH₃ SO₂CH₃

H H H H H 1-192 Cl

SO₂CH₃

H H H H H 1-193 Cl

SO₂CH₃

H H H H H 1-194 Cl

SO₂CH₃

H H H H H 1-195 Cl

SO₂CH₃

H H H H H 1-196 Cl

SO₂CH₃

H H H H H 1-197 Cl

SO₂CH₃

H H H H H 1-198 Cl

SO₂CH₃

H H H H H 1-199 Cl

SO₂CH₃

H H H H H 1-200 Cl

SO₂CH₃

H H H H H 1-201 Cl

SO₂CH₃

H H H H H 1-202 Cl

SO₂CH₃

H H H H H 1-203 Cl

SO₂CH₃

H H H H H 1-204 Cl

SO₂CH₃

H H H H H 1-205 Cl

SO₂CH₃

H H H H H 1-206 Cl

SO₂CH₃

H H H H H 1-207 Cl

SO₂CH₃

H H H H H 1-208 Cl

SO₂CH₃

H H H H H 1-209 Cl Cl SO₂CH₃

H H H H H 1-210 CH₃ F SO₂CH₃

H H H H H 1-211 CH₃ Br SO₂CH₃

H H H H H 1-212 CH₃

SO₂CH₃

H H H H H 1-213 CH₃

SO₂CH₃

H H H H H 1-214 CH₃

SO₂CH₃

H H H H H 1-215 CH₃

SO₂CH₃

H H H H H 1-216 CH₃

SO₂CH₃

H H H H H 1-217 CH₃

SO₂CH₃

H H H H H 1-218 CH₃

SO₂CH₃

H H H H H 1-219 CH₃

SO₂CH₃

H H H H H 1-220 SO₂CH₃ H CF₃

H H H H H 1-221 NO₂ H SO₂CH₃

H H H H H 1-222 Cl H Cl

H H H H H 1-223 Cl H SO₂CH₃

H H H H H 1-224 Cl CH₃ SO₂CH₃

H H H H H 1-225 Cl

SO₂CH₃

H H H H H 1-226 Cl

SO₂CH₃

H H H H H 1-227 Cl

SO₂CH₃

H H H H H 1-228 Cl

SO₂CH₃

H H H H H 1-229 Cl

SO₂CH₃

H H H H H 1-230 Cl

SO₂CH₃

H H H H H 1-231 Cl

SO₂CH₃

H H H H H 1-232 Cl

SO₂CH₃

H H H H H 1-233 Cl

SO₂CH₃

H H H H H 1-234 Cl

SO₂CH₃

H H H H H 1-235 Cl

SO₂CH₃

H H H H H 1-236 Cl

SO₂CH₃

H H H H H 1-237 Cl

SO₂CH₃

H H H H H 1-238 Cl

SO₂CH₃

H H H H H 1-239 Cl

SO₂CH₃

H H H H H 1-240 Cl

SO₂CH₃

H H H H H 1-241 Cl

SO₂CH₃

H H H H H 1-242 Cl Cl SO₂CH₃

H H H H H 1-243 CH₃ F SO₂CH₃

H H H H H 1-244 CH₃ Br SSO₂CH₃

H H H H H 1-245 CH₃

SO₂CH₃

H H H H H 1-246 CH₃

SO₂CH₃

H H H H H 1-247 CH₃

SO₂CH₃

H H H H H 1-248 CH₃

SO₂CH₃

H H H H H 1-249 CH₃

SO₂CH₃

H H H H H 1-250 CH₃

SO₂CH₃

H H H H H 1-251 CH₃

SO₂CH₃

H H H H H 1-252 CH₃

SO₂CH₃

H H H H H 1-253 SO₂CH₃ H CF₃

H H H H H 1-254 NO₂ H SO₂CH₃

H H H H H 1-255 Cl H Cl

H H H H H 1-256 Cl H SO₂CH₃

H H H H H 1-257 Cl CH₃ SO₂CH₃

H H H H H 1-258 Cl

SO₂CH₃

H H H H H 1-259 Cl

SO₂CH₃

H H H H H 1-260 Cl

SO₂CH₃

H H H H H 1-261 Cl

SO₂CH₃

H H H H H 1-262 Cl

SO₂CH₃

H H H H H 1-263 Cl

SO₂CH₃

H H H H H 1-264 Cl

SO₂CH₃

H H H H H 1-265 Cl

SO₂CH₃

H H H H H 1-266 Cl

SO₂CH₃

H H H H H 1-267 Cl

SO₂CH₃

H H H H H 1-268 Cl

SO₂CH₃

H H H H H 1-269 Cl

SO₂CH₃

H H H H H 1-270 Cl

SO₂CH₃

H H H H H 1-271 Cl

SO₂CH₃

H H H H H 1-272 Cl

SO₂CH₃

H H H H H 1-273 Cl

SO₂CH₃

H H H H H 1-274 Cl

SO₂CH₃

H H H H H 1-275 Cl Cl SO₂CH₃

H H H H H 1-276 CH₃ F SO₂CH₃

H H H H H 1-277 CH₃ Br SO₂CH₃

H H H H H 1-278 CH₃

SO₂CH₃

H H 1-279 CH₃

SO₂CH₃

H H H H H 1-280 CH₃

SO₂CH₃

H H H H H 1-281 CH₃

SO₂CH₃

H H H H H 1-282 CH₃

SO₂CH₃

H H H H H 1-283 CH₃

SO₂CH₃

H H H H H 1-284 CH₃

SO₂CH₃

H H H H H 1-285 CH₃

SO₂CH₃

H H H H H 1-286 Cl

SO₂CH₃

H H H H H 1-287 Cl

SO₂CH₃

H H H H H 1-288 Cl

SO₂CH₃

H H H H H 1-289 Cl SO₂CH₃ CF₃

H H H H H 1-290 Cl

SO₂CH₃

H H H H H 1-291 CH₃

SO₂CH₃

H H H H H 1-292 CH₃

SO₂CH₃

H H H H H 1-293 CH₃

SO₂CH₃

H H H H H 1-294 CH₃ SO₂CH₃ CF₃

H H H H H 1-295 CH₃

SO₂CH₃

H H H H H 1-296 CH₃

SO₂CH₃

H H H H H orange solid (172-174) 1-297 CH₃

SO₂CH₃

H H H H H yellow solid (190-192) 1-298 Cl

SO₂CH₃

H H CH₃ H H off-white solid (191-193) 1-299 Cl

SO₂CH₃

H H F H H off-white solid (188-190) 1-300 Cl

SO₂CH₃

CH₃ H H H H off-white solid (150-152) 1-301 Cl

SO₂CH₃

OCH₃ H H H H yellow solid (80-82) 1-302 CH₃

SO₂CH₃

H H H H H pale yellow solid (115-117) 1-303 Cl

SO₂CH₃

F H H H H of-white solid (157-161) 1-304 Cl

SO₂CH₃

CF₃ H H H H off-white solid (178-182) 1-305 Cl

SO₂CH₃

Cl H H H H off-white solid (165-169) 1-306 Cl

SO₂CH₃

Br H H H H off-white solid (144-148) 1-307 Cl

SO₂CH₃

H CH₃ H H H off-white solid (96-100) 1-308 Cl

SO₂CH₃

H Br H H H off-white solid (164-168) 1-309 Cl

SO₂CH₃

H Cl H H H off-white solid (186-190) 1-310 Cl

SO₂CH₃

H CF₃ H H H off-white 1-311 Cl

SO₂CH₃

H F H H H off-white solid (207-212.) 1-312 CH₃

SO₂CH₃

H H H H H white solid (169-170) 1-313 CH₃

SO₂CH₃

H H H H H white solid (176-177) 1-314 Cl

SO₂CH₃

H H H H H yellow oil 1-315 Cl

SO₂CH₃

H H H H H white solid (210-212) 1-316 Cl

SO₂CH₃

H H H H H yellow oil 1-317 Cl

SO₂CH₃

H H H H H yellow oil 1-318 Cl

SO₂CH₃

H H H H H pale yellow oil 1-319 Cl

SO₂CH₃

H H H H H pale yellow oil

In the compound of the formula I, W is CX₂.

TABLE 2 Structures and Physical Properties of Part of Compounds ofFormula I Appearance (Melting Compound X₁ X₂ X₃ Q Z Point ° C.) 2-1 CH₃

SO₂CH₃

2-2 CH₃

SO₂CH₃

2-3 CH₃

SO₂CH₃

2-4 CH₃

SO₂CH₃

2-5 CH₃

SO₂CH₃

2-6 CH₃

SO₂CH₃

2-7 CH₃

SO₂CH₃

orange solid (147-148) 2-8 CH₃

SO₂CH₃

2-9 CH₃

SO₂CH₃

white solid (177-178) 2-10 CH₃

SO₂CH₃

2-11 CH₃

SO₂CH₃

2-12 CH₃

SO₂CH₃

2-13 CH₃

SO₂CH₃

white solid (142-143) 2-14 CH₃

SO₂CH₃

2-15 CH₃

SO₂CH₃

pale yellow solid (130-131) 2-16 CH₃

SO₂CH₃

2-17 CH₃

SO₂CH₃

2-18 CH₃

SO₂CH₃

2-19 CH₃

SO₂CH₃

yellow solid (60-62) 2-20 CH₃

SO₂CH₃

2-21 CH₃

SO₂CH₃

yellow oil 2-22 CH₃

SO₂CH₃

2-23 CH₃

SO₂CH₃

2-24 CH₃

SO₂CH₃

2-25 CH₃

SO₂CH₃

2-26 CH₃

SO₂CH₃

2-27 CH₃

SO₂CH₃

2-28 CH₃

SO₂CH₃

2-29 CH₃

SO₂CH₃

2-30 CH₃

SO₂CH₃

2-31 CH₃

SO₂CH₃

2-32 CH₃

SO₂CH₃

2-33 CH₃

SO₂CH₃

2-34 CH₃

SO₂CH₃

2-35 CH₃

SO₂CH₃

2-36 CH₃

SO₂CH₃

2-37 CH₃

SO₂CH₃

yellow oil 2-38 CH₃

SO₂CH₃

2-39 CH₃

SO₂CH₃

2-40 CH₃

SO₂CH₃

2-41 CH₃

SO₂CH₃

2-42 CH₃

SO₂CH₃

2-43 CH₃ CH₃ SO₂CH₃

white solid (91-93) 2-44 CH₃ CH₃ SO₂CH₃

2-45 CH₃ CH₃ SO₂CH₃

2-46 CH₃ CH₃ SO₂CH₃

2-47 CH₃ CH₃ SO₂CH₃

2-48 CH₃ CH₃ SO₂CH₃

2-49 CH₃

SO₂CH₃

2-50 CH₃

SO₂CH₃

2-51 CH₃

SO₂CH₃

2-52 CH₃

SO₂CH₃

2-53 CH₃

SO₂CH₃

2-54 CH₃

SO₂CH₃

2-55 Cl

SO₂CH₃

pale yellow oil 2-56 Cl

SO₂CH₃

2-57 Cl

SO₂CH₃

2-58 Cl

SO₂CH₃

2-59 Cl

SO₂CH₃

2-60 Cl

SO₂CH₃

2-61 Cl

SO₂CH₃

pale yellow oil 2-62 Cl

SO₂CH₃

2-63 Cl

SO₂CH₃

2-64 Cl

SO₂CH₃

2-65 Cl

SO₂CH₃

2-66 Cl

SO₂CH₃

2-67 Cl

SO₂CH₃

2-68 Cl

SO₂CH₃

2-69 Cl

SO₂CH₃

2-70 Cl

SO₂CH₃

2-71 Cl

SO₂CH₃

2-72 Cl

SO₂CH₃

2-73 Cl

SO₂CH₃

2-74 Cl

SO₂CH₃

2-75 Cl

SO₂CH₃

2-76 Cl

SO₂CH₃

2-77 Cl

SO₂CH₃

2-78 Cl

SO₂CH₃

2-79 Cl

SO₂CH₃

2-80 Cl

SO₂CH₃

2-81 Cl

SO₂CH₃

2-82 Cl

SO₂CH₃

2-83 Cl

SO₂CH₃

2-84 Cl

SO₂CH₃

2-85 Cl

SO₂CH₃

2-86 Cl

SO₂CH₃

2-87 Cl

SO₂CH₃

2-88 Cl

SO₂CH₃

2-89 Cl

SO₂CH₃

2-90 Cl

SO₂CH₃

2-91 Cl

SO₂CH₃

2-92 Cl

SO₂CH₃

2-93 Cl

SO₂CH₃

2-94 Cl

SO₂CH₃

2-95 Cl

SO₂CH₃

2-96 Cl

SO₂CH₃

2-97 Cl CH₃ SO₂CH₃

pale yellow solid (90-92) 2-98 Cl CH₃ SO₂CH₃

2-99 Cl CH₃ SO₂CH₃

2-100 Cl CH₃ SO₂CH₃

2-101 Cl CH₃ SO₂CH₃

2-102 Cl CH₃ SO₂CH₃

2-103 Cl

SO₂CH₃

pale yellow solid (155-157) 2-104 Cl

SO₂CH₃

off-white solid (125-127) 2-105 Cl

SO₂CH₃

pale yellow oil 2-106 Cl

SO₂CH₃

brown solid (135-137) 2-107 Cl

SO₂CH₃

2-108 Cl

SO₂CH₃

2-109 Cl

SO₂CH₃

2-110 Cl

SO₂CH₃

2-111 Cl

SO₂CH₃

2-112 Cl

SO₂CH₃

2-113 Cl

SO₂CH₃

2-114 Cl

SO₂CH₃

2-115 SO₂CH₃ H Cl

2-116 SO₂CH₃ H Cl

2-117 SO₂CH₃ H Cl

2-118 SO₂CH₃ H Cl

2-119 SO₂CH₃ H Cl

2-120 SO₂CH₃ H Cl

2-121 Cl Cl SO₂CH₃

2-122 Cl Cl SO₂CH₃

2-123 Cl Cl SO₂CH₃

2-124 Cl Cl SO₂CH₃

2-125 Cl Cl SO₂CH₃

2-126 Cl Cl SO₂CH₃

2-127 Cl

SO₂CH₃

2-128 Cl

SO₂CH₃

2-129 Cl

SO₂CH₃

2-130 Cl

SO₂CH₃

2-131 Cl

SO₂CH₃

2-132 Cl

SO₂CH₃

2-133 CH₃

SO₂CH₃

2-134 CH₃

SO₂CH₃

2-135 CH₃

SO₂CH₃

2-136 CH

SO₂CH₃

2-137 CH₃

SO₂CH₃

2-138 CH₃

SO₂CH₃

2-139 CH₃

SO₂CH₃

2-140 CH₃

SO₂CH₃

2-141 CH₃

SO₂CH₃

2-142 CH

SO₂CH₃

2-143 CH

SO₂CH₃

2-144 CH₃

SO₂CH₃

2-145 CH₃

SO₂CH₃

2-146 CH₃

SO₂CH₃

2-147 CH₃

SO₂CH₃

2-148 CH₃

SO₂CH₃

2-149 CH₃

SO₂CH₃

2-150 CH₃

SO₂CH₃

2-151 CH₃

SO₂CH₃

2-152 CH₃

SO₂CH₃

2-153 CH₃

SO₂CH₃

2-154 CH₃

SO₂CH₃

2-155 CH₃

SO₂CH₃

2-156 CH₃

SO₂CH₃

2-157 CH₃

SO₂CH₃

2-158 CH₃

SO₂CH₃

2-159 CH₃

SO₂CH₃

2-160 CH

SO₂CH₃

2-161 CH

SO₂CH₃

2-162 CH₃

SO₂CH₃

2-163 CH₃

SO₂CH₃

2-164 CH₃

SO₂CH₃

2-165 CH₃

SO₂CH₃

2-166 CH₃

SO₂CH₃

2-167 CH₃

SO₂CH₃

2-168 CH₃

SO₂CH₃

2-169 CH₃

SO₂CH₃

2-170 CH₃

SO₂CH₃

2-171 CH₃

SO₂CH₃

2-172 CH₃

SO₂CH₃

2-173 CH₃

SO₂CH₃

2-174 CH₃

SO₂CH₃

2-175 CH₃ CH₃ SO₂CH₃

2-176 CH₃ CH₃ SO₂CH₃

2-177 CH₃ CH₃ SO₂CH₃

2-178 CH₃ CH₃ SO₂CH₃

2-179 CH₃ CH₃ SO₂CH₃

2-180 CH CH₃ SO₂CH₃

2-181 CH

SO₂CH₃

2-182 CH₃

SO₂CH₃

2-183 CH₃

SO₂CH₃

2-184 CH₃

SO₂CH₃

2-185 CH₃

SO₂CH₃

2-186 CH₃

SO₂CH₃

2-187 Cl

SO₂CH₃

2-188 Cl

SO₂CH₃

2-189 Cl

SO₂CH₃

2-190 Cl

SO₂CH₃

2-191 Cl

SO₂CH₃

2-192 Cl

SO₂CH₃

2-193 Cl

SO₂CH₃

2-194 Cl

SO₂CH₃

2-195 Cl

SO₂CH₃

2-196 Cl

SO₂CH₃

2-197 Cl

SO₂CH₃

2-198 Cl

SO₂CH₃

2-199 Cl

SO₂CH₃

2-200 Cl

SO₂CH₃

2-201 Cl

SO₂CH₃

2-202 Cl

SO₂CH₃

2-203 Cl

SO₂CH₃

2-204 Cl

SO₂CH₃

2-205 Cl

SO₂CH₃

2-206 Cl

SO₂CH₃

2-207 Cl

SO₂CH₃

2-208 Cl

SO₂CH₃

2-209 Cl

SO₂CH₃

2-210 Cl

SO₂CH₃

2-211 Cl

SO₂CH₃

2-212 Cl

SO₂CH₃

2-213 Cl

SO₂CH₃

2-214 Cl

SO₂CH₃

2-215 Cl

SO₂CH₃

2-216 Cl

SO₂CH₃

2-217 Cl

SO₂CH₃

2-218 Cl

SO₂CH₃

2-219 Cl

SO₂CH₃

2-220 Cl

SO₂CH₃

2-221 Cl

SO₂CH₃

2-222 Cl

SO₂CH₃

2-223 Cl

SO₂CH₃

2-224 Cl

SO₂CH₃

2-225 Cl

SO₂CH₃

2-226 Cl

SO₂CH₃

2-227 Cl

SO₂CH₃

2-228 Cl

SO₂CH₃

2-229 Cl CH₃ SO₂CH₃

2-230 Cl CH₃ SO₂CH₃

2-231 Cl CH₃ SO₂CH₃

2-232 Cl CH₃ SO₂CH₃

2-233 Cl CH₃ SO₂CH₃

2-234 Cl CH₃ SO₂CH₃

2-235 Cl

SO₂CH₃

yellow solid (82-84) 2-236 Cl

SO₂CH₃

2-237 Cl

SO₂CH₃

yellow solid (128-130) 2-238 Cl

SO₂CH₃

2-239 Cl

SO₂CH₃

2-240 Cl

SO₂CH₃

2-241 Cl

SO₂CH₃

2-242 Cl

SO₂CH₃

2-243 Cl

SO₂CH₃

2-244 Cl

SO₂CH₃

2-245 Cl

SO₂CH₃

2-246 Cl

SO₂CH₃

2-247 SO₂CH₃ H Cl

2-248 SO₂CH₃ H Cl

2-249 SO₂CH₃ H Cl

2-250 SO₂CH₃ H Cl

2-251 SO₂CH₃ H Cl

2-252 SO₂CH₃ H Cl

2-253 Cl Cl SO₂CH₃

2-254 Cl Cl SO₂CH₃

2-255 Cl Cl SO₂CH₃

2-256 Cl Cl SO₂CH₃

2-257 Cl Cl SO₂CH₃

2-258 Cl Cl SO₂CH₃

2-259 Cl

SO₂CH₃

2-260 Cl

SO.CH₃

2-261 Cl

SO₂CH₃

2-262 Cl

SO₂CH₃

2-263 Cl

SO₂CH₃

2-264 Cl

SO₂CH₃

2-265 SO₂CH₃ H CFa

off-white solid (131-133) 2-266 SO₂CH₃ H CF₃

off-white solid (107-109) 2-267 NO₂ H Cl

yellow oil 2-268 Cl H Cl

pale yellow oil 2-269 Cl H SO₂CH₃

pale yellow solid (126-128) 2-270 Cl

SO₂CH₃

pale yellow oil 2-271 Cl H NO₂

yellow oil 2-272 Cl CH₃SO₂CH₂ SO₂CH₃

2-273 Cl CH₃SO₂CH₂ SO₂CH₃

2-274 CH₃

SO₂CH₃

yellow oil 2-275 CH₃

SO₂CH₃

yellow oil 2-276 SO₂CH H Cl

yellow oil (175-176) 2-277 CH₃

SO₂CH₃

brown solid (122-124) 2-278 CH₃

SO₂CH₃

orange yellow solid (139-141) 2-279 CI

SO₂CH₃

orange oil 2-280 Cl

SO₂CH₃

yellow oil 2-281 Cl

SO₂CH₃

yellow oil 2-282 Cl

SO₂CH₃

pale yellow oil 2-283 Cl

SO₂CH₃

pale yellow oil

In the compound of the formula I, W is N and the stereo configuration istrans.

TABLE 3 Structures and Physical Properties of Part of Compounds ofFormula 1 Appearance (Melting Compound X₁ X₃ Q R₁ R₂ R₃ R₄ R₅ Point °C.) 3-1 SO₂CH₃ CF

H H H H H 3-2 SO₂CH₃ CF

Cl H Cl H H 3-3 SO₂CH₃ CF

H H OCH₃ H H 3-4 SO₂CH₃ CF

H H NO₂ H H 3-5 SO₂CH₃ CF₃

H H CF₃ H H 3-6 SO₂CH₃ CF₃

H OCF₃ H H H 3-7 SO₂CH₃ CF₃

H H

H H 3-8 SO₂CH₃ CF₃

H

H H 3-9 SO₂CH₃ CF₃

H

H H 3-10 SO₂CH₃ CF₃

H

H H 3-11 SO₂CH₃ CF₃

H H H 3-12 NO₂ SO₂CH₃

H H H H H 3-13 NO₂ SO₂CH₃

H

H H 3-14 NO₂ Cl

H H H H H 3-15 Cl Cl

H H H H H 3-16 Cl Cl

H

H H 3-17 Cl SO₂CH₃

H H H H H 3-18 Cl SO₂CH₃

H

HH 3-19 CH₃ SO₂CH₃

H H H H H 3-20 CN SO₂CH₃

H H H H H 3-21 CF₃ SO₂CH₃

H H H H H 3-22

SO₂CH₃

H H H H H 3-23

SO₂CH₃

H H H H H 3-24

SO₂CH₃

H H H H H 3-25

SO₂CH₃

H H H H H 3-26

SO₂CH₃

H H H H H 3-27

SO₂CH₃

H H H H H 3-28

SO₂CH₃

H H H H H 3-29 SO₂CH═CH₂ SO₂CH₃

H H H H H 3-30

SO₂CH₃

H H H H H 3-31

SO₂CH₃

H H H H H 3-32

SO₂CH₃

H H H H H 3-33

SO₂CH₃

H H H H H 3-34

SO₂CH₃

H H H H H 3-35

SO₂CH₃

H H H H H 3-36

SO₂CH₃

H H H H H 3-37 SO₂CH₃ CF₃

H H H H H 3-38 SO₂CH₃ CF₃

Cl H Cl H H 3-39 SO₂CH₃ CF₃

H H OCH₃ H H 3-40 SO₂CH₃ CF₃

H H NO₂ H H 3-41 SO₂CH₃ CF₃

H H CF₃ H H 3-42 SO₂CH₃ CF₃

H OCF₃ H H H 3-43 SO₂CH₃ CF₃

H H

H H 3-44 SO₂CH₃ CF₃

H

H H 3-45 SO₂CH₃ CF₃

H

H H 3-46 SO₂CH₃ CF₃

H

H H 3-47 SO₂CH₃ CF₃

H H H 3-48 NO₂ SO₂CH₃

H H H H H 3-49 NO₂ SO₂CH₃

H

H H 3-50 NO₂ Cl

H H H H H 3-51 Cl Cl

H H H H H 3-52 Cl Cl

H

H H 3-53 Cl SO₂CH₃

H H H H H 3-54 Cl SO₂CH₃

H

H H 3-55 CH₃ SO₂CH₃

H H H H H 3-56 CN SO₂CH₃

H H H H H 3-57 CF₃ SO₂CH₃

H H H H H 3-58

SO₂CH₃

H H H H H 3-59

SO₂CH₃

H H H H H 3-60

SO₂CH₃

H H H H H 3-61

SO₂CH₃

H H H H H 3-62

SO₂CH₃

H H H H H 3-63

SO₂CH₃

H H H H H 3-64

SO₂CH₃

H H H H H 3-65 SO₂CH═CH₂ SO₂CH₃

H H H H H 3-66

SO₂CH₃

H H H H H 3-67

SO₂CH₃

H H H H H 3-68

SO₂CH₃

H H H H H 3-69

SO₂CH₃

H H H H H 3-70

SO₂CH₃

H H H H H 3-71

SO₂CH₃

H H H H H 3-72

SO₂CH₃

H H H H H 3-73 SO₂CH₃ CF₃

H H H H H 3-74 SO₂CH₃ CF₃

Cl H Cl H H 3-75 SO₂CH₃ CF₃

H H OCH₃ H H 3-76 SO₂CH₃ CF₃

H H NO₂ H H 3-77 SO₂CH₃ CF₃

H H CF₃ H H 3-78 SO₂CH₃ CF₃

H OCF₃ H H H 3-79 SO₂CH₃ CF₃

H H

H H 3-80 SO₂CH₃ CF₃

H

H H 3-81 SO₂CH₃ CF₃

H

H H 3-82 SO₂CH₃ CF₃

H

H H 3-83 SO₂CH₃ CF₃

H H H 3-84 NO₂ SO₂CH₃

H H H H H 3-85 NO₂ SO₂CH₃

3-86 NO₂ Cl

H H H H H 3-87 Cl Cl

H H H H H 3-88 Cl Cl

H

H H 3-89 Cl SO₂CH₃

H H H H H 3-90 Cl SO₂CH₃

H

H H 3-91 CH₃ SO₂CH₃

H H H H H 3-92 CN SO₂CH₃

H H H H H 3-93 CF₃ SO₂CH₃

H H H H H 3-94

SO₂CH₃

H H H H H 3-95

SO₂CH₃

H H H H H 3-96

SO₂CH₃

H H H H H 3-97

SO₂CH₃

H H H H H 3-98

SO₂CH₃

H H H H H 3-99

SO₂CH₃

H H H H H 3-100

SO₂CH₃

H H H H H 3-101 SO₂CH═CH₂ SO₂CH₃

H H H H H 3-102

SO₂CH₃

H H H H H 3-103

SO₂CH₃

H H H H H 3-104

SO₂CH₃

H H H H H 3-105

SO₂CH₃

H H H H H 3-106

SO₂CH₃

H H H H H 3-107

SO₂CH₃

H H H H H 3-108

SO₂CH₃

H H H H H 3-109 SO₂CH₃ CF₃

H H H H H 3-110 SO₂CH₃ CF₃

H H H H H 3-111 SO₂CH₃ CF₃

H H H H H 3-112 SO₂CH₃ CF₃

H H H H H 3-113 SO₂CH₃ CF₃

H H H H H 3-114 SO₂CH₃ CF₃

H OCF₃ H H H 3-115 SO₂CH₃ CF₃

H H

H H 3-116 SO₂CH₃ CF₃

H

H H 3-117 SO₂CH₃ CF₃

H

H H 3-118 SO₂CH₃ CF₃

H

H H 3-119 SO₂CH₃ CF₃

H H H 3-120 NO₂ SO₂CH₃

H H H H H 3-121 NO₂ SO₂CH₃

H

H H 3-122 NO₂ Cl

H H H H H 3-123 Cl Cl

H H H H H 3-124 Cl Cl

H

H H 3-125 Cl SO₂CH₃

H H H H H 3-126 Cl SO₂CH₃

H

H H 3-127 CH₃ SO₂CH₃

H H H H H 3-128 CN SO₂CH₃

H H H H H 3-129 CF₃ SO₂CH₃

H H H H H 3-130

SO₂CH₃

H H H H H 3-131

SO₂CH₃

H H H H H 3-132

SO₂CH₃

H H H H H 3-133

SO₂CH₃

H H H H H 3-134

SO₂CH₃

H H H H H 3-135

SO₂CH₃

H H H H H 3-136

SO₂CH₃

H H H H H 3-137 SO₂CH═CH₂ SO₂CH₃

H H H H H 3-138

SO₂CH₃

H H H H H 3-139

SO₂CH₃

H H H H H 3-140

SO₂CH₃

H H H H H 3-141

SO₂CH₃

H H H H H 3-142

SO₂CH₃

H H H H H 3-143

SO₂CH₃

H H H H H 3-144

SO₂CH₃

H H H H H 3-145 SO₂CH₃ CF₃

H H H H H 3-146 SO₂CH₃ CF₃

Cl H Cl H H 3-147 SO₂CH₃ CF₃

H H OCH₃ H H 3-148 SO₂CH₃ CF₃

H H NO₂ H H 3-149 SO₂CH₃ CF₃

H H CF₃ H H 3-150 SO₂CH₃ CF₃

H OCF₃ H H H 3-151 SO₂CH₃ CF₃

H H

H H 3-152 SO₂CH₃ CF₃

H

H H 3-153 SO₂CH₃ CF₃

H

H H 3-154 SO₂CH₃ CF₃

H

H H 3-155 SO₂CH₃ CF₃

H H H 3-156 NO₂ SO₂CH₃

H H H H H 3-157 NO₂ SO₂CH₃

H

H H H 3-158 NO₂ Cl

H H H H H 3-159 Cl Cl

H H H H H 3-160 Cl Cl

H

H H H 3-161 Cl SO₂CH₃

H H H H H 3-162 Cl SO₂CH₃

H

H H H 3-163 CH₃ SO₂CH₃

H H H H H 3-164 CN SO₂CH₃

H H H H H 3-165 CF₃ SO₂CH₃

H H H H H 3-166

SO₂CH₃

H H H H H 3-167

SO₂CH₃

H H H H H 3-168

SO₂CH₃

H H H H H 3-169

SO₂CH₃

H H H H H 3-170

SO₂CH₃

H H H H H 3-171

SO₂CH₃

H H H H H 3-172

SO₂CH₃

H H H H H 3-173 SO₂CH═CH₂ SO₂CH₃

H H H H H 3-174

SO₂CH₃

H H H H H 3-175

SO₂CH₃

H H H H H 3-176

SO₂CH₃

H H H H H 3-177

SO₂CH₃

H H H H H 3-178

SO₂CH₃

H H H H H 3-179

SO₂CH₃

H H H H H 3-180

SO₂CH₃

H H H H H 3-181 SO₂CH₃ CF₃

H H H H H 3-182 SO₂CH₃ CF₃

Cl H Cl H H 3-183 SO₂CH₃ CF₃

H H OCH₃ H H 3-184 SO₂CH₃ CF₃

H H NO₂ HH 3-185 SO₂CH₃ CF₃

H H CF₃ H H 3-186 SO₂CH₃ CF₃

H OCF₃ H H H 3-187 SO₂CH₃ CF₃

H H

H H 3-188 SO₂CH₃ CF₃

H

H H 3-189 SO₂CH₃ CF₃

H

H H 3-190 SO₂CH₃ CF₃

H

H H 3-191 SO₂CH₃ CF₃

h H H 3-192 NO₂ SO₂CH₃

H H H H H 3-193 NO₂ SO₂CH₃

H

H H 3-194 NO₂ Cl

H H H H H 3-195 Cl Cl

H H H H H 3-196 Cl Cl

H

H H 3-197 Cl SO₂CH₃

H H H H H 3-198 Cl SO₂CH₃

H

H H 3-199 CH₃ SO₂CH₃

H H H H H 3-200 CN SO₂CH₃

H H H H H 3-201 CF₃ SO₂CH₃

H H H H H 3-202

SO₂CH₃

H H H H H 3-203

SO₂CH₃

H H H H H 3-204

SO₂CH₃

H H H H H 3-205

SO₂CH₃

H H H H H 3-206

SO₂CH₃

H H H H H 3-207

SO₂CH₃

H H H H H 3-208

SO₂CH₃

H H H H H 3-209 SO₂CH═CH₂ SO₂CH₃

H H H H H 3-210

SO₂CH₃

H H H H H 3-211

SO₂CH₃

H H H H H 3-212

SO₂CH₃

H H H H H 3-213

SO₂CH₃

H H H H H 3-214

SO₂CH₃

H H H H H 3-215

SO₂CH₃

H H H H H 3-216

SO₂CH₃

H H H H H 3-217 Cl CF₃

H H H H H white solid (158-164) 3-218 H Cl

H H H H H white solid (171-175) 3-219 Cl CH₃

H H H H H white solid (124-130) 3-220 H H

H H H H H white solid (110-116)

In the compound of the formula I, W is N.

TABLE 4 Structures and Physical Properties of Part of Compounds ofFormula 1 Appearance (Melting Compound X₁ X₃ Q Z Point °C.) 4-1 SO₂CH₃CF₃

4-2 SO₂CH₃ CF₃

4-3 SO₂CH₃ CF₃

4-4 SO₂CH₃ CF₃

4-5 SO₂CH₃ CF₃

4-6 SO₂CH₃ CF₃

4-7 SO₂CH₃ CF₃

4-8 SO₂CH₃ CF₃

4-9 SO₂CH₃ CF₃

4-10 SO₂CH₃ CF₃

4-11 SO₂CH₃ CF₃

4-12 NO₂ SO₂CH₃

4-13 NO₂ SO₂CH₃

4-14 NO₂ Cl

4-15 Cl Cl

4-16 Cl Cl

4-17 Cl SO₂CH₃

4-18 Cl SO₂CH₃

4-19 CH₃ SO₂CH₃

4-20 CN SO₂CH₃

4-21 CF₃ SO₂CH₃

4-22

SO₂CH₃

4-23

SO₂CH₃

4-24

SO₂CH₃

4-25

SO₂CH₃

4-26

SO₂CH₃

4-27

SO₂CH₃

4-28

SO₂CH₃

4-29 SO₂CH₃═CH₂ SO₂CH₃

4-30

SO₂CH₃

4-31

SO₂CH₃

4-32

SO₂CH₃

4-33

SO₂CH₃

4-34

SO₂CH₃

4-35

SO₂CH₃

4-36

SO₂CH₃

4-37 SO₂CH₃ CF₃

4-38 SO₂CH₃ CF₃

4-39 SO₂CH₃ CF₃

4-40 SO₂CH₃ CF₃

4-41 SO₂CH₃ CF₃

4-42 SO₂CH₃ CF₃

4-43 SO₂CH₃ CF₃

4-44 SO₂CH₃ CF₃

4-45 SO₂CH₃ CF₃

4-46 SO₂CH₃ CF₃

4-47 SO₂CH₃ CF₃

4-48 NO₂ SO₂CH₃

4-49 NO₂ SO₂CH₃

4-50 NO₂ Cl

4-51 Cl Cl

4-52 Cl Cl

4-53 Cl SO₂CH₃

4-54 Cl SO₂CH₃

4-55 CH₃ SO₂CH₃

4-56 CN SO₂CH₃

4-57 CF₃ SO₂CH₃

4-58

SO₂CH₃

4-59

SO₂CH₃

4-60

SO₂CH₃

4-61

SO₂CH₃

4-62

SO₂CH₃

4-63

SO₂CH₃

4-64

SO₂CH₃

4-65 SO₂CH═CH₂ SO₂CH₃

4-66

SO₂CH₃

4-67

SO₂CH₃

4-68

SO₂CH₃

4-69

SO₂CH₃

4-70

SO₂CH₃

4-71

SO₂CH₃

4-72

SO₂CH₃

4-73 SO₂CH₃ CF₃

4-74 SO₂CH₃ CF₃

4-75 SO₂CH₃ CF₃

4-76 SO₂CH₃ CF₃

4-77 SO₂CH₃ CF₃

4-78 SO₂CH₃ CF₃

4-79 SO₂CH₃ CF₃

4-80 SO₂CH₃ CF₃

4-81 SO₂CH₃ CF₃

4-82 SO₂CH₃ CF₃

4-83 SO₂CH₃ CF₃

4-84 NO₂ SO₂CH₃

4-85 NO₂ SO₂CH₃

4-86 NO₂ Cl

4-87 Cl Cl

4-88 Cl Cl

4-89 Cl SO₂CH₃

4-90 Cl SO₂CH₃

4-91 CH₃ SO₂CH₃

4-92 CN SO₂CH₃

4-93 CF₃ SO₂CH₃

4-94

SO₂CH₃

4-95

SO₂CH₃

4-96

SO₂CH₃

4-97

SO₂CH₃

4-98

SO₂CH₃

4-99

SO₂CH₃

4-100

SO₂CH₃

4-101 SO₂CH₃═CH₂ SO₂CH₃

4-102

SO₂CH₃

4-103

SO₂CH₃

4-104

SO₂CH₃

4-105

SO₂CH₃

4-106

SO₂CH₃

4-107

SO₂CH₃

4-108

SO₂CH₃

4-109 SO₂CH₃ CF₃

4-110 SO₂CH₃ CF₃

4-111 SO₂CH₃ CF₃

4-112 SO₂CH₃ CF₃

4-113 SO₂CH₃ CF₃

4-114 SO₂CH₃ CF₃

4-115 SO₂CH₃ CF₃

4-116 SO₂CH₃ CF₃

4-117 SO₂CH₃ CF₃

4-118 SO₂CH₃ CF₃

4-119 SO₂CH₃ CF

4-120 NO₂ SO₂CH₃

4-121 NO₂ SO₂CH₃

4-122 NO₂ Cl

4-123 Cl Cl

4-124 Cl Cl

4-125 Cl SO₂CH₃

4-126 Cl SO₂CH₃

4-127 CH₃ SO₂CH₃

4-128 CN SO₂CH₃

4-129 CF₃ SO₂CH₃

4-130

SO₂CH₃

4-131

SO₂CH₃

4-132

SO₂CH₃

4-133

SO₂CH₃

4-134

SO₂CH₃

4-135

SO₂CH₃

4-136

SO₂CH₃

4-137 SO₂CH₃═CH₂ SO₂CH₃

4-138

SO₂CH₃

4-139

SO₂CH₃

4-140

SO₂CH₃

4-141

SO₂CH₃

4-142

SO₂CH₃

4-143

SO₂CH₃

4-144

SO₂CH₃

4-145 SO₂CH₃ CF₃

4-146 SO₂CH₃ CF₃

4-147 SO₂CH₃ CF₃

4-148 SO₂CH₃ CF₃

4-149 SO₂CH₃ CF₃

4-150 SO₂CH₃ CF₃

4-151 SO₂CH₃ CF₃

4-152 SO₂CH₃ CF₃

4-153 SO₂CH₃ CF₃

4-154 SO₂CH₃ CF₃

4-155 SO₂CH₃ CF₃

4-156 NO₂ SO₂CH₃

4-157 NO₂ SO₂CH₃

4-158 NO₂ Cl

4-159 Cl Cl

4-160 Cl Cl

4-161 Cl SO₂CH₃

4-162 Cl SO₂CH₃

4-163 CH₃ SO₂CH₃

4-164 CN SO₂CH₃

4-165 CF₃ SO₂CH₃

4-166

SO₂CH₃

4-167

SO₂CH₃

4-168

SO₂CH₃

4-169

SO₂CH₃

4-170

SO₂CH₃

4-171

SO₂CH₃

4-172

SO₂CH₃

4-173 SO₂CH₃═CH₂ SO₂CH₃

4-174

SO₂CH₃

4-175

SO₂CH₃

4-176

SO₂CH₃

4-177

SO₂CH₃

4-178

SO₂CH₃

4-179

SO₂CH₃

4-180

SO₂CH₃

4-181 SO₂CH₃ CF₃

4-182 SO₂CH₃ CF₃

4-183 SO₂CH₃ CF₃

4-184 SO₂CH₃ CF₃

4-185 SO₂CH₃ CF₃

4-186 SO₂CH₃ CF₃

4-187 SO₂CH₃ CF₃

4-188 SO₂CH₃ CF₃

4-189 SO₂CH₃ CF₃

4-190 SO₂CH₃ CF₃

4-191 SO₂CH₃ CF₃

4-192 NO₂ SO₂CH₃

4-193 NO₂ SO₂CH₃

4-194 NO₂ Cl

4-195 Cl Cl

4-196 Cl Cl

4-197 Cl SO₂CH₃

4-198 Cl SO₂CH₃

4-199 CH₃ SO₂CH₃

4-200 CN SO₂CH₃

4-201 CF₃ SO₂CH₃

4-202

SO₂CH₃

4-203

SO₂CH₃

4-204

SO₂CH₃

4-205

SO₂CH₃

4-206

SO₂CH₃

4-207

SO₂CH₃

4-208

SO₂CH₃

4-209 SO₂CH₃═CH₂ SO₂CH₃

4-210

SO₂CH₃

4-211

SO₂CH₃

4-212

SO₂CH₃

4-213

SO₂CH₃

4-214

SO₂CH₃

4-215

SO₂CH₃

4-216

SO₂CH₃

4-217

CF₃

4-218

CF₃

4-219

CF₃

4-220

CF₃

4-221

CF₃

4-222

CF₃

4-223

CF

4-224

CF₃

4-225

CF₃

4-226

CF₃

4-227

CF₃

4-228

CF₃

4-229

CF₃

4-230

CF₃

4-231

CF₃

4-232

CF₃

4-233

CF₃

4-234

CF₃

4-235

CF₃

4-236

CF₃

4-237

CF₃

4-238

CF₃

4-239

CF₃

4-240

CF₃

4-241

CF₃

4-242

CF₃

4-243

CF₃

4-244

CF₃

4-245

CF₃

4-246

CF₃

4-247

CF₃

4-248 Cl CF₃

white oil 4-249 Cl CF₃

white oil

¹H NMR data of part of compounds is as follows:

Compound 1-1 (600 MHz, DMSO-d₆): 8.40 (s, 1H), 8.28 (d, 1H), 8.18 (d,1H), 7.79 (d, 1H), 7.63 (d, 2H), 7.40-7.47 (m, 3H), 6.56 (s, 1H), 4.17(s, 3H), 3.41 (s, 3H).

Compound 1-8 (600 MHz, DMSO-d₆): 8.39 (s, 1H), 8.31 (s, 1H), 8.27 (d,1H), 8.16 (d, 1H), 7.70 (d, 1H), 7.34 (s, 1H), 7.17 (d, 1H), 6.96 (d,1H), 6.09 (s, 2H), 4.16 (s, 3H), 3.39 (s, 3H).

Compound 1-12 (600 MHz, DMSO-d₆): 8.78 (s, 1H), 8.52 (s, 1H), 8.27 (s,1H), 7.79 (d, 1H), 7.65 (s, 2H), 7.42-7.45 (m, 3H), 6.56 (d, 1H), 4.22(s, 3H), 3.46 (s, 3H).

Compound 1-13 (600 MHz, DMSO-d₆): 8.76 (s, 1H), 8.50 (d, 1H), 8.24 (d,1H), 7.70 (d, 1H), 7.37 (s, 1H), 7.18 (d, 1H), 6.96 (d, 1H), 6.07-6.09(m, 3H), 4.20 (s, 3H), 3.46 (s, 3H).

Compound 1-14 (600 MHz, DMSO-d₆): 8.43 (d, 1H), 8.07 (dd, 1H), 7.98 (d,1H), 7.79 (d, 1H), 7.65 (d, 2H), 7.41-7.43 (m, 3H), 6.65 (d, 1H), 4.17(s, 3H).

Compound 1-15 (600 MHz, DMSO-d₆): 7.81-7.83 (m, 3H), 7.67 (d, 2H), 7.59(d, 1H), 7.43-7.47 (m, 3H), 6.90 (d, 1H), 4.09 (s, 3H).

Compound 1-16 (600 MHz, DMSO-d₆): 7.80-7.82 (m, 2H), 7.72-7.75 (m, 1H),7.58 (dd, 1H), 7.34 (s, 1H), 7.22 (d, 1H), 6.98 (d, 1H), 6.65 (d, 1H),6.10 (s, 2H), 4.08 (s, 3H).

Compound 1-17 (600 MHz, DMSO-d₆): 8.14 (s, 1H), 8.10 (d, 1H), 8.02 (d,1H), 7.83 (d, 1H), 7.67 (d, 2H), 7.42-7.49 (m, 3H), 6.82 (s, 1H), 4.14(s, 3H), 3.35 (s, 3H).

Compound 1-18 (600 MHz, DMSO-d₆): 8.14 (s, 1H), 8.08 (d, 1H), 8.01 (dd,1H), 7.74 (d, 1H), 7.37 (s, 1H), 7.22 (d, 1H), 6.98 (d, 1H), 6.56 (d,1H), 6.10 (s, 2H), 4.12 (s, 3H), 3.36 (s, 3H).

Compound 1-19 (600 MHz, DMSO-d₆): 8.03 (d, 1H), 7.89 (d, 1H), 7.82 (d,1H), 7.66 (d, 2H), 7.39-7.49 (m, 3H), 6.79 (d, 1H), 4.14 (s, 3H), 3.32(s, 3H), 2.72 (s, 3H).

Compound 1-20 (600 MHz, DMSO-d₆): 8.02 (d, 1H), 7.88 (d, 1H), 7.73 (d,1H), 7.36 (s, 1H), 7.21 (d, 1H), 6.98 (d, 1H), 6.54 (d, 1H), 6.10 (s,3H), 4.13 (s, 3H), 3.34 (s, 3H), 2.72 (s, 3H).

Compound 1-21 (600 MHz, DMSO-d₆): 8.02 (d, 1H), 7.87 (d, 1H), 7.78 (d,1H), 7.63 (d, 2H), 6.98 (d, 2H), 6.58 (d, 1H), 4.13 (s, 3H), 3.80 (s,3H), 3.33 (s, 3H), 2.72 (s, 3H).

Compound 1-22 (600 MHz, DMSO-d₆): 8.03 (d, 1H), 7.86-7.91 (m, 2H),7.71-7.76 (m, 6H), 7.49 (t, 2H), 7.41 (t, 1H), 6.82 (d, 1H), 4.15 (s,3H), 3.34 (s, 3H), 2.73 (s, 3H).

Compound 1-24 (600 MHz, DMSO-d₆): 8.10 (d, 1H), 8.06 (d, 1H), 7.82 (d,1H), 7.66 (d, 2H), 7.42-7.49 (m, 3H), 6.76 (d, 1H), 4.95 (s, 2H), 4.15(s, 3H), 3.39 (s, 3H), 3.35 (s, 3H).

Compound 1-26 (600 MHz, CDCl₃): 8.18 (d, 1H), 7.84 (d, 1H), 7.66 (d,1H), 7.42 (d, 2H), 6.89 (d, 2H), 6.42 (d, 1H), 5.07 (s, 2H), 4.06 (s,3H), 3.85 (s, 3H), 3.49 (s, 3H), 3.25 (s, 3H).

Compound 1-28 (600 MHz, CDCl₃): 8.18 (d, 1H), 7.88 (d, 1H), 7.64-7.67(m, 3H), 7.58-7.61 (m, 2H), 6.79 (d, 1H), 5.05 (s, 2H), 4.05 (s, 3H),3.47 (s, 3H), 3.23 (s, 3H).

Compound 1-30 (600 MHz, DMSO-d₆): 8.11 (d, 2H), 7.87 (d, 1H), 7.72-7.78(m, 7H), 7.49 (t, 2H), 7.41 (t, 1H), 4.96 (s, 2H), 4.17 (s, 3H), 3.40(s, 3H), 3.38 (s, 3H).

Compound 1-31 (600 MHz, CDCl₃): 8.17 (d, 1H), 7.77 (d, 1H), 7.65 (d,1H), 7.00 (dd, 1H), 6.91 (d, 1H), 6.81 (d, 1H), 6.40 (d, 1H), 6.03 (s,2H), 5.06 (s, 2H), 4.05 (s, 3H), 3.48 (s, 3H), 3.24 (s, 3H).

Compound 1-33 (600 MHz, CDCl₃): 8.75 (d, 1H), 8.20 (d, 1H), 8.13 (d,1H), 7.96 (d, 1H), 7.88 (d, 1H), 7.68-7.70 (m, 2H), 7.58-7.60 (m, 1H),7.54-7.56 (m, 1H), 7.48 (t, 1H), 6.71 (d, 1H), 5.08 (s, 2H), 4.09 (s,3H), 3.49 (s, 3H), 3.25 (s, 3H).

Compound 1-41 (600 MHz, DMSO-d₆): 8.06-8.11 (m, 2H), 7.82 (d, 1H), 7.65(d, 2H), 7.43-7.48 (m, 4H), 5.06 (s, 2H), 4.15 (s, 3H), 3.69-3.72 (m,1H), 3.50-3.62 (m, 4H), 3.38 (s, 3H), 1.75-1.78 (m, 3H), 1.49-1.54 (m,1H).

Compound 1-53 (600 MHz, DMSO-d₆): 8.09 (s, 2H), 7.82 (d, 1H), 7.66 (d,2H), 7.43-7.47 (m, 3H), 6.78 (d, 1H), 5.05 (s, 2H), 4.16 (s, 3H), 3.68(s, 2H), 3.49 (s, 2H), 3.37 (s, 3H), 3.23 (s, 3H).

Compound 1-56 (600 MHz, CDCl₃): 7.98 (d, 1H), 7.87 (d, 1H), 7.43-7.48(m, 4H), 7.36-7.41 (m, 2H), 6.61 (d, 1H), 4.06 (s, 3H), 4.05 (s, 3H),3.24 (s, 3H).

Compound 1-57 (600 MHz, CDCl₃): 7.98 (d, 1H), 7.87 (d, 1H), 7.36-7.49(m, 6H), 6.62 (d, 1H), 4.27 (q, 2H), 4.05 (s, 3H), 3.25 (s, 3H), 1.49(t, 3H).

Compound 1-90 (600 MHz, DMSO-d₆): 8.15 (d, 1H), 8.07 (d, 1H), 7.85 (d,1H), 7.67 (d, 2H), 7.43-7.48 (m, 3H), 6.76 (d, 1H), 4.16 (s, 3H), 3.48(s, 3H).

Compound 1-91 (600 MHz, CDCl₃): 7.79-7.84 (m, 2H), 7.67-7.69 (m, 3H),7.44-7.49 (m, 3H), 7.08 (d, 1H), 4.10 (s, 3H), 3.22 (s, 3H), 2.60 (s,3H), 2.40 (s, 3H).

compound 1-95 (600 MHz, CDCl₃): 7.92 (d, 1H), 7.81 (d, 1H), 7.46-7.53(m, 5H), 7.19 (d, 1H), 6.87 (d, 1H), 4.01 (s, 3H), 3.96 (s, 3H), 3.22(s, 3H), 2.53 (s, 3H).

Compound 1-96 (600 MHz, DMSO-d₆): 7.81 (d, 1H), 7.73 (d, 1H), 7.63-7.68(m, 3H), 7.44-7.49 (m, 3H), 7.05 (d, 1H), 4.10 (s, 3H), 4.01 (q, 2H),3.29 (s, 3H), 2.41 (s, 3H), 1.41 (t, 3H).

Compound 1-97 (600 MHz, DMSO-d₆): 7.81 (d, 1H), 7.75 (d, 1H), 7.67-7.68(m, 3H), 7.44-7.49 (m, 3H), 7.07 (d, 1H), 4.06-4.11 (m, 5H), 3.74 (t,2H), 3.36 (s, 3H), 3.33 (s, 3H), 2.44 (s, 3H).

Compound 1-98 (600 MHz, CDCl₃): 7.88 (d, 1H), 7.85 (d, 1H), 7.79 (d,1H), 7.66-7.68 (m, 2H), 7.43-7.49 (m, 3H), 7.03 (d, 1H), 4.86 (s, 2H),4.11 (s, 3H), 3.38 (s, 3H), 3.25 (s, 3H), 2.51 (s, 3H).

Compound 1-100 (600 MHz, CDCl₃): 7.91 (d, 1H), 7.82 (d, 1H), 7.40-7.52(m, 5H), 7.20 (d, 1H), 6.86 (d, 1H), 4.37-4.41 (m, 1H), 4.03-4.09 (m,2H), 4.01 (s, 3H), 3.95-3.98 (m, 1H), 3.86-3.90 (m, 1H), 3.28 (s, 3H),2.56 (s, 3H), 2.06-2.12 (m, 1H), 1.93-1.99 (m, 2H), 1.67-1.73 (m, 1H).

Compound 1-102 (600 MHz, DMSO-d₆): 7.79-7.81 (m, 3H), 7.67 (d, 2H),7.44-7.50 (m, 3H), 7.03 (d, 1H), 4.64 (q, 2H), 4.12 (s, 3H), 3.31 (s,3H), 2.45 (s, 3H).

Compound 1-1.54 (600 MHz, DMSO-d₆): 8.25 (s, 1H), 8.22 (d, 1H), 8.05 (d,1 IT), 7.93 (d, 1H), 7.75-7.77 (m, 2H), 7.73 (s, 1H), 7.46-7.50 (m, 3H),3.63 (s, 3H), 2.66 (s, 3H).

Compound 1-187 (600 MHz, CDCl₃): 8.29 (s, 1H), 7.91 (d, 1H), 7.70-7.74(m, 2H), 7.30-7.37 (m, 5H), 6.44 (d, 1H), 4.39 (s, 3H), 3.23 (s, 3H).

Compound 1-296 (600 MHz, CDCl₃): 7.91 (s, 1H), 7.80 (d, 1H), 7.51-7.53(m, 2H), 7.46 (t, 1H), 7.40-7.43 (m, 2H), 7.16 (d, 1H), 6.89 (d,4.00-4.02 (m, 5H), 3.23 (s, 3H), 2.51 (s, 3H), 1.88-1.94 (m, 2H), 1.09(t, 3H).

Compound 1-297 (600 MHz, CDCl₃): 7.92 (d, 1H), 7.84 (d, 1H), 7.53-7.55(m, 2H), 7.45-7.48 (m, 1H), 7.40-7.43 (m, 2H), 7.11 (d, 1H), 6.96 (d,1H), 4.83-4.87 (m, 1H), 4.00 (s, 3H), 3.20 (s, 3H), 2.51 (s, 3H), 1.33(d, 6H).

Compound 1-298 (600 MHz, CDCl₃): 8.17 (d, 1H), 7.84 (d, 1H), 7.65 (d,1H), 7.35 (d, 2H), 7.18 (d, 2H), 6.53 (d, 1H), 5.06 (s, 2H), 4.05 (s,3H), 3.48 (s, 3H), 3.24 (s, 3H), 2.38 (s, 3H).

Compound 1-299 (600 MHz, CDCl₃): 8.18 (d, 1H), 7.84 (d, 1H), 7.66 (d,1H), 7.47-7.49 (m, 2H), 7.09 (t, 2H), 6.58 (d, 1H), 5.06 (s, 2H), 4.06(s, 3H), 3.48 (s, 3H), 3.24 (s, 3H).

Compound 1-300 (600 MHz, CDCl₃): 8.17-8.19 (m, 2H), 7.67 (d, 1H), 7.42(d, 1H), 7.31-7.34 (m, 1H), 7.18-7.26 (m, 2H), 6.51 (d, 1H), 5.07 (s,2H), 4.07 (s, 3H), 3.49 (s, 3H), 3.24 (s, 3H), 2.41 (s, 3H).

Compound 1-301 (600 MHz, CDCl₃): 8.17 (d, 1H), 8.04 (d, 1H), 7.65 (d,1H), 7.34-7.40 (m, 2H), 6.88-6.94 (m, 2H), 6.66 (d, 1H), 5.07 (s, 2H),4.06 (s, 3H), 3.81 (s, 3H), 3.48 (s, 3H), 3.24 (s, 3H).

Compound 1-302 (600 MHz, CDCl₃): 7.88 (d, 1H), 7.80 (d, 1H), 7.50-7.51(m, 2H), 7.44-7.46 (m, 1H), 7.39-7.41 (m, 2H), 7.19 (d, 1H), 6.86 (d,1H), 4.21 (t, 2H), 3.99 (s, 3H), 3.82 (t, 2H), 3.61 (q, 2H), 3.26 (s,3H), 2.55 (s, 3H), 1.26 (t, 3H).

Compound 1-303 (600 MHz, CDCl₃): 8.18 (d, 1H), 7.97 (d, 1H), 7.66 (d,1H), 7.39-7.46 (m, 2H), 7.14-7.19 (m, 1H), 7.06-7.12 (m, 1H), 6.70 (d,1H), 5.06 (s, 2H), 4.05 (s, 3H), 3.47 (s, 3H), 3.24 (s, 3H).

Compound 1-304 (600 MHz, CDCl₃): 8.19-8.23 (m, 1H), 8.18 (d, 1H), 7.71(d, 1H), 7.67 (d, 1H), 7.51-7.61 (m, 3H), 6.67 (d, 1H), 5.06 (s, 2H),4.05 (s, 3H), 3.47 (s, 3H), 3.24 (s, 3H).

Compound 1-305 (600 MHz, CDCl₃): 8.27 (d, 1H), 8.17 (d, 1H), 7.66 (d,1H), 7.50 (d, 1H), 7.42 (d, 1H), 7.33-7.38 (m, 1H), 7.26-7.30 (m, 1H),6.67 (d, 1H), 5.06 (s, 2H), 4.05 (s, 3H), 3.47 (s, 3H), 3.24 (s, 3H).

Compound 1-306 (600 MHz, CDCl₃): 8.24 (d, 1H), 8.18 (d, 1H), 7.66 (d,1H), 7.62 (d, 1H), 7.49 (d, 1H), 7.30-7.34 (m, 1H), 7.26-7.30 (m, 1H),6.63 (d, 1H), 5.06 (s, 2H), 4.05 (s, 3H), 3.47 (s, 3H), 3.24 (s, 3H).

Compound 1-307 (600 MHz, CDCl₃): 8.18 (d, 1H), 7.84 (d, 1H), 7.67 (d,1H), 7.26-7.29 (m, 4H), 6.57 (d, 1H), 5.06 (s, 2H), 4.05 (s, 3H), 3.47(s, 3H), 3.24 (s, 3H), 2.35 (s, 3H).

Compound 1-308 (600 MHz, CDCl₃): 8.17 (d, 1H), 7.79 (d, 1H), 7.66 (d,1H), 7.60 (d, 1H), 7.57 (d, 1H), 7.38-7.41 (m, 1H), 7.26-7.29 (m, 1H),6.68 (d, 1H), 5.06 (s, 2H), 4.05 (s, 3H), 3.47 (s, 3H), 3.24 (s, 3H).

Compound 1-309 (600 MHz, CDCl₃): 8.17 (d, 1H), 7.79 (d, 1H), 7.67 (d,1H), 7.38-7.46 (m, 2H), 7.30-7.36 (m, 2H), 6.68 (d, 1H), 5.06 (s, 2H),4.05 (s, 3H), 3.47 (s, 3H), 3.24 (s, 3H).

Compound 1-310 (600 MHz, CDCl₃): 8.17 (d, 1H), 7.89 (d, 1H), 7.65-7.72(m, 4H), 7.51-7.57 (m, 1H), 6.80 (d, 1H), 5.06 (s, 2H), 4.05 (s, 3H),3.46 (s, 3H), 3.23 (s, 3H).

Compound 1-311 (600 MHz, CDCl₃): 8.18 (d, 1H), 7.82 (d, 1H), 7.66 (d,1H), 7.34-7.40 (m, 1H), 726-7.28 (m, 1H), 7.12-7.18 (m, 2H), 6.65-6.69(d, 1H), 5.06 (s, 2H), 4.05 (s, 3H), 3.46 (s, 3H), 3.23 (s, 3H).

Compound 1-312 (600 MHz, CDCl₃): 7.91 (d, 1H), 7.81 (d, 1H), 7.51-7.52(m, 2H), 7.46-7.48 (m, 1H), 7.40-7.45 (m, 2H), 7.17 (d, 1H), 6.88 (d,1H), 4.15 (t, 2H), 4.00 (s, 3H), 3.66 (t, 2H), 3.38 (s, 3H), 3.22 (s,3H), 2.51 (s, 3H), 2.12-2.16 (m, 2H).

Compound 1-313 (600 MHz, CDCl₃): 7.92 (d, 1H), 7.90 (d, 7.79-7.81 (m,2H), 7.51-7.52 (m, 1H), 7.41-7.46 (m, 2H), 7.16 (d, 1H), 6.88 (d, 1H),4.07 (t, 2H), 4.00 (s, 3H), 3.47 (t, 2H), 3.36 (s, 3H), 3.22 (s, 3H),2.51 (s, 3H), 1.93-1.96 (m, 2H), 1.78-1.80 (m, 2H).

Compound 1-314 (600 MHz, CDCl₃): 8.09 (d, 1H), 8.06 (d, 1H), 7.83 (d,1H), 7.65-7.66 (m, 2H), 7.41-7.49 (m, 3H), 6.77 (d, 1H), 5.06 (s, 2H),4.15 (s, 3H), 3.68 (t, 2H), 3.52 (t, 2H), 3.42 (q, 2H), 3.39 (s, 3H),1.07 (t, 3H).

Compound 1-315 (600 MHz, CDCl₃): 8.00 (d, 1H), 7.87 (d, 1H), 7.43-7.50(m, 4H), 7.36-7.42 (m, 2H), 6.63 (d, 1H), 4:33-4.42 (m, 2H), 4.04 (s,3H), 3.78-3.84 (m, 2H), 3.45 (s, 3H), 3.29 (s, 3H).

Compound 1-316 (600 MHz, CDCl₃): 8.01 (d, 1H), 7.87 (d, 1H), 7.44-7.48(m, 41-H), 7.38-7.41 (m, 2H), 6.63 (d, 1H), 4.39 (t, 2H), 4.05 (s, 3H),3.86 (t, 2H), 3.62 (q, 2H), 3.31 (s, 3H), 1.25 (t, 3H).

Compound 1-317 (600 MHz, CDCl₃): 7.99 (d, 1H), 7.87 (d, 1H), 7.42-7.47(m, 4H), 7.37-7.41 (m, 2H), 6.62 (d, 1H), 4.31 (t, 2H), 4.06 (s, 3H),3.61 (t, 2H), 3.36 (s, 3H), 3.25 (s, 3H), 2.12-2.17 (m, 2H).

Compound 1-318 (600 MHz, CDCl₃): 7.98 (d, 1H), 7.87 (d, 1H), 7.37-7.48(m, 6H), 6.62 (d, 1H), 4.17 (t, 2H), 4.05 (s, 3H), 3.24 (s, 3H), 1.91(q, 2H), 1.06 (t, 3H).

Compound 1-319 (600 MHz, CDCl₃): 7.98 (d, 1H), 7.87 (d, 1H), 7.37-7.48(m, 6H), 6.62 (d, 1H), 4.05 (d, 2H), 4.01 (s, 3H), 3.29 (s, 3H), 1.42.(ddd, 1H), 0.60-0.70 (m, 2H), 0.43 (dt, 2H).

Compound 2-7 (600 MHz, CDCl₃): 7.86 (d, 1H), 7.27 (d, 1H), 6.76-6.78 (m,1H), 4.11 (q, 2H), 3.98 (s, 3H), 3.24 (s, 3H), 2.44 (s, 3H), 2.09-2.13(m, 2H), 1.99-2.06 (m, 2H), 1.49 (t, 3H), 1.43-1.47 (m, 4H).

Compound 2-9 (600 MHz, CDCl₃): 7.84 (d, 1H), 7.25 (d, 1H), 6.61-6.63 (m,1H), 4.11 (q, 2H), 3.97 (s, 3H), 3.25 (s, 3H), 2.46-2.48 (m, 2H), 2.45(s, 3H), 2.34-2.40 (m, 2H), 1.83-1.88 (m, 2H), 1.48 (t, 3H),

Compound 2-13 (600 MHz, CDCl₃): 7.90 (d, 1H), 7.37 (d, 1H), 6.76-6.77(m, 1H), 4.48 (q, 2H), 3.98 (s, 3H), 3.26 (s, 3H), 2.49 (s, 3H),2.12-2.16 (m, 2H), 205-2.09 (m, 2H), 1.47-1.55 (m, 4H).

Compound 2-15 (600 MHz, CDCl₃): 7.89 (d, 1H), 7.38 (d, 1H), 6.61-6.63(m, 1H), 4.49 (q, 2H), 3.98 (s, 3H), 3.26 (s, 3H), 2.50 (s, 3H),2.47-2.49 (m, 2H), 2.37-2.41 (m, 2H), 1.86-1.91 (m, 2H).

Compound 2-19 (600 MHz, CDCl₃): 7.88 (d, 1H), 7.29 (d, 1H), 6.78-6.80(m, 1H), 4.24 (t, 2H), 3.99 (s, 3H), 3.81 (t, 2H), 3.48 (s, 3H), 3.29(s, 3H). 2.50 (s, 3H), 2.01-2.16 (m, 4H), 1.33-1.53 (m, 4H).

Compound 2-21 (600 MHz, CDCl₃): 7.85 (d, 1H), 7.30 (d, 1H), 6.59-6.64(m,1H), 4.19-4.25 (m, 2H), 3.97 (s, 3H), 3.78-3.83 (m, 2H), 3.47 (s,3H), 3.28 (s, 3H), 2.48 (s, 3H), 2.43-2.48 (m, 2H), 2.31-2.40 (m, 2H),1.80-1.90 (m, 2H).

Compound 2-37 (600 MHz, CDCl₃): 8.06 (d, 1H), 7.61 (d, 1H), 6.79-6.82(m, 1H), 4.61 (t, 2H), 4.01 (s, 3H), 3.36 (brs, 2H), 3.19 (s, 3H), 2.44(s, 3H), 2.13-2.15 (m, 2H), 2.02-2.04 (m, 2H), 1.48-1.54 (m, 4H).

Compound 2-43 (600 MHz, CDCl₃): 7.98 (d, 1H), 7.37 (d, 1H), 6.77-6.78(m, 1H), 3.99 (s, 3H), 3.10 (s, 3H), 2.69 (s, 3H), 2.44 (s, 3H),2.12-2.13 (m, 2H), 2.00-2.01 (m, 2H), 1.46-1.47 (m, 4H).

Compound 2-55 (600 MHz, CDCl₃): 7.99 (d, 1H), 7.43 (d, 1H), 6.74 (d,11-H), 4.07 (s, 3H), 4.03 (s, 3H), 3.25 (s, 3H), 2.10-2.15 (m, 2H),1.96-2.00 (m, 2H), 1.47 (q, 4H).

Compound 2-61 (600 MHz, CDCl₃): 7.96 (d, 1H), 7.40 (d, 1H), 6.72 (d,1H), 4.27 (q, 2H), 4.01 (s, 3H), 3.24 (s, 3H), 2.07-2.12 (m, 2H),1.96-2.00 (m, 2H), 1.48 (t, 3H), 1.44 (qd, 4H).

Compound 2-97 (6001\i1Hz, CDCl₃): 8.13 (d, 1H), 7.55 (d, 1H), 6.74 (s,1H), 4.06 (s, 3H), 3.15 (s, 3H), 2.81 (s, 3H), 2.11-2.12 (m, 2H),2.01-2.02 (m, 2H), 1.46-1.48 (m, 1H).

Compound 2-103 (600 MHz, CDCl₃): 8.18 (d, 1H), 7.68 (d, 1H), 6.75 (s,1H), 5.08 (s, 2H), 4.06 (s, 3H), 3.51 (s, 3H), 3.26 (s, 3H), 2.11-2.12(m, 2H), 1.99-2.00 (m, 2H), 1.44-1.46 (m, 4H).

Compound 2-104 (600 MHz, CDCl₃): 8.16 (d, 1H), 7.58 (d, 1H), 5.61-5.69(m, 2H), 5.05 (s, 2H), 4.03 (s, 3H), 3.48 (s, 3H), 3.24 (s, 3H),2.84-2.89 (m, 1H), 1.99-2.32 (m, 5H), 1.66-1.73 (m, 1H).

Compound 2-105 (600 MHz, CDCl₃): 8.20 (d, 1H), 7.68 (d, 1H), 6.51-6.54(m, 1H), 5.0$ (s, 2H), 406 (s, 3H), 3.50 (s, 3H), 3.26 (s, 3H),2.43-2.46 (m, 2H), 2.29-2.32 (m, 2H), 1.83-1.88 (m, 2H).

Compound 2-106 (600 MHz, CDCl₃): 8.17 (d, 1H), 7.58 (d, 1H), 5.61 (s,2H), 5.06 (s, 2H), 4.05 (s, 3H), 3.46-3.51 (m, 4H), 3.25 (s, 3H),2.69-2.72 (m, 2H), 2.52-2.57 (m, 2H).

Compound 2-235 (600 MHz, DMSO-d₆): 8.09 (d, 1H), 7.93 (d, 1H), 6.82-680(m,1H), 4.95 (s, 2H), 4.45 (s, 3H), 3.40 (s, 3H), 3.36 (s, 3H),2.10-2.06 (m, 2H), 1.92-1.86 (m, 2H), 1.36-1.28 (m, 4H).

Compound 2-237 (600 MHz, DMSO-d₆): 8.07 (d, 1H), 7.94 (d, 1H), 6.66-6.63(m,1H), 4.95 (s, 2H), 4.44 (s, 3H), 3.40 (s, 3H), 3.36 (s, 3H),2.40-2.36 (m, 2H), 2.25-2.21 (m, 2H), 1.72-1.67 (m, 2H).

Compound 2-265 (600 MHz, DMSO-d₆): 8.38 (s, 1H), 8.32 (d, 1H), 8.27 (d,1H), 6.72 (s, 1H), 4.15 (s, 3H), 3.40 (s, 3H), 1.92-1.99 (m, 4H),1.31-1.35 (m, 4H).

Compound 2-266 (600 MHz, DMSO-d₆): 8.38 (s, 1H), 8.29 (d, 1H), 8.25 (d,1H), 6.48 (s, 1H), 4.16 (s, 3H), 3.38 (s, 3H), 2.33-2.35 (m, 2H),2.13-2.21 (m, 2H), 1.69-1.74 (m, 2H).

Compound 2-267 (600 MHz, CDCl₃): 8.16 (d, 1H), 7.76 (dd, 1H), 7.56 (d,1H), 6.45 (t, 1H), 4.18 (s, 3H), 1.99-2.02 (m, 4H), 1.47-1.50 (m, 2H),1.41-1.44 (m, 2H).

Compound 2-268 (600 MHz, CDCl₃): 7.48 (d, 1H), 7.43 (d, 1H), 7.36 (dd,1H), 6.73 (t, 1H), 3.98 (s, 3H), 2.09-2.10 (m, 2H), 2.01-2.02 (m, 2H),1.43-1.47 (m, 4H).

Compound 2-269 (600 MHz, CDCl₃): 8.02 (s, 1H), 7.97 (d, 1H), 7.77 (d,1H), 6.73 (s, 1H), 4.05 (s, 3H), 3.12 (s, 3H), 2.12-2.13 (m, 2H),2.03-2.04 (m, 2H), 1.49-1.50 (m, 4H).

Compound 2-270 (600 MHz, CDCl₃): 8.14 (d, 1H), 7.63 (d, 1H), 6.71 (t,1H), 5.13 (s, 2H), 4.02 (s, 3H), 3.75 (t, 2H), 3.53 (t, 2H), 3.30 (s,3H), 3.27 (s, 3H), 2.06-2.07 (m, 2H), 1.94-1.96 (m, 2H), 1.39-1.40 (m,4H).

Compound 2-271 (600 MHz, CDCl₃): 8.27 (d, 1H), 8.24 (dd, 1H), 7.74 (d,1H), 6.70 (t, 1H), 4.03 (s, 3H), 2.11-2.12 (m, 2H), 2.01-2.02 (m, 2H),1.45-1.51 (m, 4H).

Compound 2-274 (600 MHz, CDCl₃): 7.86 (d, 1H), 7.28 (d, 1H), 6.74-6.79(m, 1H), 419-4.25 (m, 2H), 3.98 (s, 3H), 3.80-3.85 (m, 2H), 3.56-3.65(m, 2H), 3.28 (s, 3H), 2.48 (s, 3H), 2.08-2.16 (m, 2H), 1.98-2.07 (m,2H), 1.41-1.49 (m, 4H), 1.17-1.26 (m, 3H).

Compound 2-275 (600 MHz, CDCl₃): 7.85 (d, 1H), 7.29 (d, 1H), 6.60-6.64(m, 1H), 4.20-4.25 (m, 2H), 3.97 (s, 3H), 3.8-3.85 (m, 2H), 3.57-3.65(m, 2H), 3.29 (s, 3H), 2.49 (s, 3H), 2.44-2.48 (m, 2H), 2.35-2.40 (m,2H), 1.80-1.90 (m, 2H), 1.18-1.28 (m, 3H).

Compound 2-276 (600 MHz, CDCl₃): 8.06 (s, 1H), 7.68-7.69 (m, 1H),7.63-7.64 (m, 1H), 6.83 (s, 1H), 4.07 (s, 3H), 3.24 (s, 3H), 2.04-2.13(m, 4H), 1.41-1.51 (m, 4H).

Compound 2-277 (600 MHz, CDCl₃): 7.82 (d, 1H), 7.25 (d, 1H), 6.61-6.64(m, 1H), 4.00-4.04 (m, 2H), 3.97 (s, 3H), 3.20 (s, 3H), 2.46-2.50 (m,2H), 2.45 (s, 3H), 1.84-1.92 (m, 4H), 1.59-1.63 (m, 2H), 1.07 (t, 3H).

Compound 2-278 (600 MHz, CDCl₃): 7.84 (d, 1H), 7.25 (d, 1H), 6.76-6.77(m, 1H), 4.01-4.03 (m, 2H), 3.98 (s, 3H), 3.24 (s, 1H), 2.44 (s, 3H),2.10-2.16 (m, 2H), 2.00-2.06 (m, 2H), 1.84-1.94 (m, 2H), 1.43-1.51 (m,4H), 1.08 (t, 3H).

Compound 2-279 (600 MHz, CDCl₃): 8.11 (d, 1H), 8.08 (d, 1H), 686-687 (m,1H), 5.00 (s, 2H), 4.12 (s, 3H), 3.54 (t, 2H), 3.89 (s, 3H), 2.03-2.04(m, 2H), 1.89-1.90 (m, 2H), 1.56-1.57 (m, 2H), 1.28-1.30 (m, 4H), 0.88(t, 3H).

Compound 2-280 (600 MHz, CDCl₃): 8.01 (d, 1H), 7.44 (d, 1H), 6.71-6.73(m, 1H), 4.39 (t, 2H), 4.03 (s, 3H), 3.87 (t, 2H), 3.62 (q, 2H), 3.31(s, 3H), 2.12-2.14 (m, 2H), 2.02-2.04 (m, 2H), 1.49-1.52 (m, 4H), 1.25(t, 3H).

Compound 2-281 (600 MHz, CDCl₃): 7.99 (d, 1H), 7.42 (d, 1H), 6.73-6.75(m, 1H), 4.33 (t, 2H), 4.03 (s, 3H), 3.61 (t, 2H), 3.37 (s, 3H), 3.26(s, 3H), 2.15-2.19 (m, 2H), 2.13-2.15 (m, 2H), 2.02-2.04 (m, 2H),1.48-1.52 (m, 4H).

Compound 2-282 (600 MHz, CDCl₃): 7.94 (d, 1H), 7.39 (d, 1H), 6.70 (q,1H), 4.05 (qt, 2H), 3.99 (s, 3H), 3.22 (s, 3H), 2.04-2.11 (m, 2H),1.96-2.00 (m, 2H), 1.81-1.93 (m, 2H), 1.44 (qd, 4H), 1.03 (tt, 3H).

Compound 2-283 (600 MHz, CDCl₃): 7.97 (d, 1H), 7.40 (d, 1H), 6.72 (tt,1H), 4.05 (d, 2H), 4.01 (s, 3H), 3.29 (s, 3H), 2.08-2.13 (m, 2H), 2.00(t, 2H), 1.38-1.49 (m, 5H), 0.61-0.68 (m, 2H), 0.43 (dt, 2H).

Compound 3-217 (600 MHz, CDCl₃): 8.09 (d, 1H), 7.91 (d, 1H), 7.77 (d,1H), 7.43-7.50 (m, 3H), 7.35-7.42 (m, 2H), 6.51 (d, 1H), 4.07 (s, 3H).

Compound 3-218 (600 MHz, CDCl₃): 8.65 (d, 1H), 7.96-8.01 (m, 1H), 7.92(d, 1H), 7.37-7.53 (m, 6H), 6.61 (d, 1H), 3.98 (s, 3H).

Compound 3-219 (600 MHz, CDCl₃): 8.23-8.27 (m, 1H), 7.92 (d, 1H), 7.84(d, 1H), 7.49-7.53 (m, 2H), 7.37-7.47 (m, 3H), 6.76 (d, 1H), 4.03 (s,3H), 2.56 (s, 3H).

Compound 3-220 (600 MHz, CDCl₃): 8.86 (d, 1H), 8.76-8.79 (m, 1H), 8.04(d, 1H), 7.92 (d, 1H), 7.48-7.53 (m, 2H), 7.37-7.47 (m, 1H), 6.71 (d,1H), 4.00 (s, 3H).

Compound 4-248 (600 MHz, CDCl₃): 8.10 (d, 1H), 7.79 (d, 1H), 6.62-6.65(m, 1H), 4.06 (s, 3H), 2.10-2.15 (m, 2H), 2.02-2.08 (m, 2H), 1.58-1.70(m, 2H), 1.49-1.52 (m, 2H).

Compound 4-249 (600 MHz, CDCl₃): 8.11 (d, 1H), 7.80 (d, 1H), 6.50-6.52.(m, 1H), 4.06 (s, 3H), 2.42-2.49 (m, 2H), 2.24-2.32 (m, 2H), 1.84-1.93(m, 2H).

BIOMETRIC TEST EXAMPLES Embodiment 4 Determination of HerbicidalActivity

Seeds of broadleaf weeds (zinnia and piemarker) or grassy weeds (greenbristlegrass and barnyard grass) are respectively sown in a paper cuphaving a diameter of 7 cm and containing nutrient soil; after sowing,the seeds are covered with 1 cm of soil; the soil is pressed andwatered, and then the seeds are cultivated in a greenhouse according toa conventional method; and stems and leaves are sprayed after 2-3 leafstage of the weeds.

After the original medicinal acetone was dissolved, the test requires touse 1% of Tween 80 to stand in running water to prepare the solution tobe tested with a required concentration. According to the design dose ofthe test, spray treatment was carried out on a track-type crop sprayer(designed and produced by British Engineer Research Ltd.) (spraypressure is 1.95 kg/cm², spray volume is 50 L/hm² and track speed is1.48 km/h). The test was repeated for three times. The test material wastreated and then placed in an operation hall. The medicinal liquid wasnaturally dried in the shade, and then was placed in a greenhouse andmanaged according to the conventional method, The response of the weedsto the drug was observed and recorded, After treatment, the controleffects of the test drug on the weeds were visually inspected regularly,expressed by 0-100%. “0” represents no control effect and “100%”represents complete killing.

The test results show that the compounds of the formula I generally havehigh control effects on various weeds, Part of the test compounds, suchas compounds 1-1, 1-8, 1-15, 1-17, 1-19, 1-24, 1-41, 1-53, 1-95, 1-100,1-296, 2-7, 2-9, 2-13, 2-15, 2-19, 2-43, 2-97, 2-103, 2-104, 2-105,2-106, 2-115, 2-265, 2-266, 2-267, 2-268, 2-269 and 2-270, have goodcontrol effects on zinnia, piemarker, green bristlegrass or barnyardgrass at the application dose of 600 g a.i./hm², and the control effectsare greater than or equal to 90%.

According to the above test method, part of the compounds of the formulaI and KC are selected for activity test of controlling the zinnia. Theresults are shown in Table 5.

TABLE 5 Zinnia Control Activity of Part of Compounds of Formula I andReference Compound KC (after emergence, control effect %) dose ga.i./hm² Compound 600 150 37.5 1-1 100 100 100 1-8 100 95 90 1-19 100 9595 1-24 100 100 100 1-95 100 100 100 2-13 100 100 100 2-15 100 100 1002-97 100 100 100 2-103 100 95 90 2-106 100 100 100 2-265 100 100 952-266 100 98 95 KC / 90 65 “/” in the table indicates no test.

According to the above test method, part of the compounds of the formulaI and KC are selected for activity test of controlling the piemarker.The results are shown in Table 6.

TABLE 6 Piemarker Control Activity of Part of Compounds of Formula I andReference Compound KC (after emergence, control effect %) dose ga.i./hm2 Compound 600 150 37.5 1-1 100 100 100 1-8 100 100 100 1-19 9890 90 1-24 100 100 100 2-97 100 100 95 2-103 100 100 95 2-265 95 95 902-266 100 95 90 2-269 100 95 90 2-270 100 98 90 KC / 85 60 “/” in thetable indicates no test.

At the same time, part of compounds of the formula I are furthersubjected to the activity test of controlling piemarker in a smallerdose. Namely, under the dose of 18.75 g a.i./hm², the compounds haveobvious effects, wherein the control effects of 1-1, 1-8, 1-19, 1-24,2-103, 2-265 and 2-266 are greater than or equal to 70%. The controleffects of 2-265 and 2-266 can reach 90%.

According to the above test method, part of the compounds of the formulaI and KC are selected for the activity test of controlling the greenbristlegrass. The results are shown in Table 7.

TABLE 7 Green Bristlegrass Control Activity of Part of Compounds ofFormula I and Reference Compound KC (after emergence, control effect %)dose g a.i./hm2 Compound 600 150 37.5 2-15 100 100 90 2-97 100 95 802-103 95 90 80 2-265 95 90 80 2-266 100 95 90 2-270 98 95 90 KC / 70 45“/” in the table indicates no test.

According to the above test method, part of the compounds of the formulaI and KC are selected for the activity test of controlling the barnyardgrass. The results are shown in Table 8.

TABLE 8 Barnyard Grass Control Activity of Part of Compounds of FormulaI and Reference Compound KC (after emergence, control effect %) dose ga.i./hm2 Compound 600 150 37.5 1-24 100 95 95 1-100 100 100 100 1-296100 100 100 2-13 100 100 80 2-15 100 100 85 2-19 100 100 90 2-97 100 9590 2-103 100 90 80 2-105 100 90 90 2-265 95 95 95 2-266 95 90 85 2-26995 90 80 2-270 100 95 90 KC / 65 50 “/” in the table indicates no test.

To sum up, the alkene-containing amide compound of the present inventionhas excellent herbicidal activity, also has high herbicidal activity ata lower dosage, and can be used for agriculturally controlling variousweeds.

1. An alkene-containing amide compound, characterized in that thecompound is shown in formula I:

in the formula: X₁ and X₃ are independently selected from halogen, C₁-C₆alkylsulfonyl, C₁- C₆ alkyl, or C₁-C₆ haloalkyl; W is selected from CX₂;X₂ is selected from hydrogen, Y₁ oxy, Y₁ oxy C₁-C₆ alkyl, Y₁ sulfonylC₁-C₆ alkyl, 5-7 membered aliphatic heterocycle containing 1-4heteroatoms, 5-7 membered aromatic heterocycle containing 1-4heteroatoms, 5-7 membered aliphatic heterocyclic C₁-C₆ alkyl containing1-4 heteroatoms or 5-7 membered aromatic heterocyclic C₁-C₆ alkylcontaining 1-4 heteroatoms; the hydrogen on the aliphatic heterocycleand the aromatic heterocycle mentioned above may be substituted by oneor more of the following substituents which are selected from nitro,halogen, C₁-C₆ alkyl, C₁-C₆ haloalkyl, C₁-C₆ alkoxy, C₁-C₆ haloalkoxy,C₃-C₆ cycloalkyl, C₃-C₆ cycloalkoxy, C₂-C₆ alkenyl, C₂-C₆ alkynyl,phenyl or halophenyl; Y₁ is selected from C₁-C₆ alkyl, C₁-C₆ haloalkyl,C₃-C₆ cycloalkyl, C₃-C₆ cycloalkyl C₁-C₆ alkyl, C₁-C₆ alkoxy C₁-C₆alkyl, phenyl, 5-7 membered aliphatic heterocycle containing 1-4heteroatoms, 5-7 membered aromatic heterocycle containing 1-4heteroatoms, 5-7 membered aliphatic heterocyclic C₁-C₆ alkyl containing1-4 heteroatoms or 5-7 membered aromatic heterocyclic C₁-C₆ alkylcontaining 1-4 heteroatoms; the hydrogen on the phenyl, the aliphaticheterocycle and the aromatic heterocycle mentioned above may besubstituted by one or more of the following substituents which areselected from nitro, halogen, C₁-C₆ alkyl, C₁-C₆ haloalkyl, C₁-C₆alkoxy, C₁-C₆ haloalkoxy, C₃-C₆ cycloalkyl, C₃-C₆ cycloalkoxy, C₂-C₆alkenyl, C₂-C₆ alkynyl, phenyl or halophenyl; Z is selected from Z₁ orZ₂ group;

Z₂ is selected from C₃-C₈ cycloalkenyl; the hydrogen on the ring can besubstituted by the following substituents; the following substituentsare selected from nitro, halogen, C₁-C₆ alkyl, C₁-C₆ haloalkyl, C₁-C₆alkoxy, C₁-C₆ haloalkoxy, C₁-C₆ alkenyl or C₃-C₆ cycloalkyl; Q isselected from Q₁, Q₂, Q₃, Q₄, Q₅ or Q₆ group;

R₁ to R₅ are independently selected from hydrogen, hydroxyl, cyano,nitro, halogen, phenyl, C₁-C₆ alkyl, C₁-C₆ haloalkyl, C₂-C₆ alkenyl,C₂-C₆ haloalkenyl, C₂-C₆ alkynyl, C₂-C₆ haloalkynyl, C₁-C₆ alkoxy, C₁-C₆haloalkoxy, C₁-C₆ alkylthio or benzyloxy, wherein R₁ and R₂ form abenzene ring, a 5-7 membered aliphatic heterocycle containing 1-4heteroatoms or a 5-7 membered aromatic heterocycle containing 1-4heteroatoms together with the carbon atoms on the connected benzenering; R₂ and R₃ can form a benzene ring, a 5-7 membered aliphaticheterocycle containing 1-4 heteroatoms or a 5-7 membered aromaticheterocycle containing 1-4 heteroatoms together with the carbon atoms onthe connected benzene ring; R₆, R₇ and R₈ are independently selectedfrom hydrogen, C₁-C₆ alkyl, C₁-C₆ haloalkyl, C₃-C₆ cycloalkyl, C₃-C₆cycloalkyl C₁-C₆ alkyl, C₂-C₆ alkenyl, C₂-C₆ alkynyl or phenyl; R₉, R₁₀,and R₁₁ are independently selected from hydrogen, halogen, cyano, nitro,C₁-C₆ alkylsulfonyl, C₁-C₆ haloalkylsulfonyl, C₁-C₆ alkylsulfinyl, C₁-C₆haloalkylsulfinyl, C₁-C₆ alkylthio, C₁-C₆ haloalkylthio, C₁-C₆ alkyl,C₁-C₆ haloalkyl, C₁-C₆ alkoxy, C₁-C₆ haloalkoxy, C₁-C₃ alkoxy C₁-C₃alkyl, C₁-C₆ alkoxy C₁-C₃ alkoxy, C₁-C₆ alkoxy C₁-C₃ alkoxy C₁-C₃ alkyl,C₃-C₆ cycloalkyl, C₃-C₆ cycloalkyl C₁-C₃ alkyl, C₃-C₆ cycloalkyl C₁-C₃alkoxy or C₃-C₆ cycloalkyloxy; a stereoisomer of the compound of theabove formula I; or, the compound of the formula I and agriculturallyacceptable salt of the isomer.
 2. The compound according to claim 1,characterized in that in the formula I: X₁ and X₃ are independentlyselected from halogen, C₁-C₆ alkylsulfonyl, C₁-C₆ alkyl, or C₁-C₆haloalkyl; W is selected from CX₂; X₂ is selected from Y₁ oxy, or Y₁ oxyC₁-C₆ alkyl; Y₁ is selected from C₁-C₆ alkyl, C₁-C₆ haloalkyl, C₃-C₆cycloalkyl, C₃-C₆ cycloalkyl C₁-C₆ alkyl, C₁-C₆ alkoxy C₁-C₆ alkyl,phenyl, a 5-7 membered aliphatic heterocycle containing 1-4 heteroatoms,a 5-7 membered aromatic heterocycle containing 1-4 heteroatoms, a 5-7membered aliphatic heterocyclic C₁-C₆ alkyl containing 1-4 heteroatomsor a 5-7 membered aromatic heterocyclic C₁-C₆ alkyl containing 1-4heteroatoms; the hydrogen on the phenyl, the aliphatic heterocycle andthe aromatic heterocycle mentioned above may be substituted by one ormore of the following substituents which are selected from nitro,halogen, C₁-C₆ alkyl, C₁-C₆ haloalkyl, C₁-C₆ alkoxy, C₁-C₆ haloalkoxy,C₃-C₆ cycloalkyl or C₃-C₆ cycloalkoxy; Z is selected from Z₁ or Z₂group;

Z₂ is selected from C₃-C₈ cycloalkenyl; the hydrogen on the ring can besubstituted by the following substituents; the following substituentsare selected from nitro, halogen, C₁-C₆ alkyl, C₁-C₆ haloalkyl, C₁-C₆alkoxy, C₁-C₆ haloalkoxy, C₁-C₆ alkenyl or C₃-C₆ cycloalkyl; Q isselected from Q₁, Q₂, Q₃, Q₄ or Q₅ group;

R₁ to R₅ are independently selected from hydrogen, hydroxyl, cyano,nitro, halogen, phenyl, C₁-C₆ alkyl, C₂-C₆ alkenyl, C₂-C₆ alkynyl, C₁-C₆alkoxy, C₁-C₆ alkylthio or benzyloxy; R₆, R₇ and R₈ are independentlyselected from hydrogen, C₁-C₆ alkyl, C₃-C₆ cycloalkyl, C₂-C₆ alkenyl,C₂-C₆ alkynyl or phenyl; R₉ and R₁₀ are independently selected fromhydrogen, halogen, C₁-C₆ alkylthio, C₁-C₆ alkyl, C₁-C₆ alkoxy, C₁-C₃alkoxy C₁-C₃ alkyl, C₁-C₆ alkoxy C₁-C₃ alkoxy, C₁-C₆ alkoxy C₁-C₃ alkoxyC₁-C₃ alkyl or C₃-C₆ cycloalkyl; the Z of the above formula I isselected from the stereoisomer of the compound shown by Z₁.
 3. Thecompound according to claim 2, characterized in that in the formula I:X₁ and X₃ are independently selected from halogen, C₁-C₃ alkylsulfonyl,C₁-C₃ alkyl, or C₁-C₃ haloalkyl; W is selected from CX₂; X₂ is selectedfrom Y₁ oxy, or Y₁ oxy C₁-C₃ alkyl; Y₁ is selected from C₁-C₆ alkyl,C₁-C₆ haloalkyl, C₃-C₆ cycloalkyl, C₃-C₆ cycloalkyl C₁-C₆ alkyl, C₁-C₆alkoxy C₁-C₆ alkyl, a 5-7 membered aliphatic heterocycle containing 1-4heteroatoms, a 5-7 membered aromatic heterocycle containing 1-4heteroatoms, a 5-7 membered aliphatic heterocyclic C₁-C₆ alkylcontaining 1-4 heteroatoms or a 5-7 membered aromatic heterocyclic C₁-C₆alkyl containing 1-4 heteroatoms; the hydrogen on the aliphaticheterocycle and the aromatic heterocycle mentioned above may besubstituted by one or more of the following substituents which areselected from nitro, halogen, C₁-C₆ alkyl, C₁-C₆ haloalkyl, C₁-C₆alkoxy, C₁-C₆ haloalkoxy, C₃-C₆ cycloalkyl or C₃-C₆ cycloalkoxy; Z isselected from Z₁ or Z₂ group;

Z₂ is selected from C₅-C₆ cycloalkenyl; the hydrogen on the ring may besubstituted by the following substituents which are selected from C₁-C₆alkyl, C₁-C₆ alkoxy or C₁-C₆ alkenyl; Q is selected from Q₁, Q₂, Q₃ orQ₄ group;

R₁ to R₅ are independently selected from hydrogen, hydroxyl, cyano,nitro, halogen, phenyl, C₁-C₆ alkyl, C₂-C₆ alkenyl, C₂-C₆ alkynyl, C₁-C₆alkoxy or benzyloxy, R₆ and R₇ are independently selected from hydrogen,C₁-C₆ alkyl, C₂-C₆ alkenyl or phenyl; R₈ and R₉ are independentlyselected from hydrogen, halogen, C₁-C₆ alkyl, C₁-C₆ alkoxy, C₁-C₃ alkoxyC₁-C₃ alkyl, C₁-C₆ alkoxy C₁-C₃ alkoxy or C₃-C₆ cycloalkyl; the Z of theabove formula I is selected from the stereoisomer of the compound shownby Z₁.
 4. The compound according to claim 3, characterized in that inthe formula I: X₁ and X₃ are independently selected from halogen, C₁-C₃alkylsulfonyl, or C₁-C₃ alkyl; W is selected from CX₂; X₂ is selectedfrom Y₁ oxy, or Y₁ oxy C₁-C₃ alkyl; Y₁ is selected from C₁-C₆ alkyl,C₁-C₆ haloalkyl, C₃-C₆ cycloalkyl, C₃-C₆ cycloalkyl C₁-C₆ alkyl, C₁-C₆alkoxy C₁-C₆ alkyl, a 5-7 membered aliphatic heterocycle containing 1-4heteroatoms, a 5-7 membered aromatic heterocycle containing 1-4heteroatoms, a 5-7 membered aliphatic heterocyclic C₁-C₆ alkylcontaining 1-4 heteroatoms or a 5-7 membered aromatic heterocyclic C₁-C₆alkyl containing 1-4 heteroatoms; the hydrogen on the aliphaticheterocycle and the aromatic heterocycle mentioned above may besubstituted by one or more of the following substituents which areselected from nitro, halogen, C₁-C₆ alkyl, C₁-C₆ haloalkyl, C₁-C₆alkoxy, C₁-C₆ haloalkoxy, C₃-C₆ cycloalkyl or C₃-C₆ cycloalkoxy; Z isselected from Z₁ or Z₂ group;

Z₂ is selected from G₁, G₂, G₃, or G₄ group;

Q is selected from Q₁, Q₂, Q₃ or Q₄ group;

R₁ to R₅ are independently selected from hydrogen, hydroxyl, cyano,nitro, halogen, phenyl, methyl, ethyl, propyl, vinyl, propenyl, ethynyl,propynyl, methoxy, ethoxyl, benzyloxy, trifluoromethyl ortrifluoromethoxy; R₆ and R₇ are independently selected from hydrogen,methyl or ethyl; R₈ and R₉ are independently selected from hydrogen,chlorine or methyl; the Z of the above formula I is selected from atrans-stereoisomer of the compound shown by Z₁.
 5. An application of thecompound of the formula I of claim 1, characterized in the applicationof the compound of the formula I and the stereoisomer thereof or thecompound of the formula I and the agriculturally acceptable salt of theisomer in control for weeds.
 6. A herbicidal composition, characterizedin that the herbicidal composition comprises an active ingredient and anagriculturally acceptable carrier; the active ingredient comprises thecompound of the formula I and the stereoisomer thereof; or, the compoundof the formula I and agriculturally acceptable salt of the isomer; theweight percentage of the active ingredient in the composition is 1-99%.7. A method for controlling weeds, comprising: applying a herbicidallyeffective dose of the herbicidal composition of claim 5 to a weed or agrowth medium or site of the weed.